Fairview Shores

Elegant single-story home on an oversized lot in the heart of Olde Winter Park. This home has been meticulously maintained and updated over the years. Interior features include 3 bedrooms and 4 full bathrooms with an office and bonus/TV room that can

Welcome to this esteemed Winter Park Serene Lakeside Living condo within walking distance of Park Avenue!! Upon entering, you're immediately embraced by stunning VIEWS of LAKE VIRGINIA FROM EVERY ROOM. The two balconies total 50 feet and are accessib

Nestled in the beautiful city of Winter Park, this delightful 3 bedroom, 2 bathroom POOL home is Florida living at its finest. Boasting a spacious layout, lush landscaping, and convenient location, this property offers a truly inviting and relaxing l

A thoughtfully reimagined Winter Park custom home with transitional style & Mediterranean architectural influences awaits. Built by renowned Bates Driscoll Homes & designed by Gary Hancock, no detail has been overlooked. Located in one of the most so

This custom 5-bedroom, 3-bath home just steps from Winter Park's exclusive Vias neighborhood features interior architectural accents throughout, including hardwood floors, architectural ceilings, and custom closets and shelving in each bedroom. Enjoy

Welcome to this gorgeous remodeled home with a huge fenced in backyard in highly sought after Winter Park! This open concept, split-plan home boasts four bedrooms, three full bathrooms, a large living room, an eat-in kitchen area, a huge dining room,

This stunning DETACHED ELEVATOR CITY home, meticulously crafted by the renowned Phil Kean Design Group, presents itself as an opulent haven in the heart of Downtown Winter Park, FL. With innovative modern architecture & state-of-the-art technology, t

One or more photo(s) has been virtually staged. Drawing inspiration from the sophistication of the mid-century modern era, 1319 Orchid Ave is more than just a home; it's a statement piece nestled in the heart of Winter Park, Florida. Every room and e

Look no further, bring your own builder and build your dream home on this a quiet Cul-De-Sac in Winter Park! Over 1/3 acre homesite on private street and walking distance to the nearby Audubon Park K-8 School. Enjoy local shopping & dining in the Aud

Welcome home to 1000 Howell Branch Road, the opportunity awaits for you to come build your dream home. This recently cleared lot is located on an oversized half acre+ lot with a recently dredged fresh water canal frontage, with access to the Winter P

Under contract-accepting backup offers. Don't miss this exquisite ORWIN MANOR residence, nestled in the heart of a historic neighborhood. With 3 bedrooms, 2 baths, and an additional half bath by the poolside retreat. This home spans 2, 114 sq ft and

Welcome to your future home! Enjoy Winter Park Lifestyle with this beautiful new construction that offer modern finishes, open floor plan and two car garage. Finishes were tastefully picked for this home and features; tile throughout the living room,

Amazing opportunity! Three parcels for Sale as a bundle, located at the entrance of Winter Park. Easy access to I-4, from Lee Road and Orlando Ave. Perfect for Medical/Professional offices.

Amazing opportunity! Three parcels for Sale as a bundle, located at the entrance of Winter Park. Easy access to I-4, from Lee Road and Orlando Ave. Perfect for Medical/Professional offices.

2 separate units, the main house is a 2 bedroom, 1 bath and the back home is a 1 bedroom, 1 bath. Fully upgraded luxury home and mother in law suite/additional rental. Main home - Brand new high end upgrades throughout include; Brand new quartz count

A stunning home in Winter Park ready for the next lucky family to move in! This charming four-bedroom, 3.5-bath home has it all. The moment you walk in the front door from the circular drive you will feel at home with the living, dining and kitchen a

LOCATION LOCATION LOCATION! Two minutes to I-4 for easy commute. Gorgeous open concept recently renovated cozy and charming 4 bedroom/3 bath in sought after city of Winter Park. Upgraded modern kitchen featuring white shaker style cabinets to ceiling

Under contract-accepting backup offers. Build your dream home on this oversized half acre + lot that is 24, 461sf or approximately 150x162’. It sits on a quiet tree-lined brick street in the heart of Winter Park, with a circle driveway and lots of ma

Located is the established Winter Park neighborhood of Sevilla, this updated 4 bedroom/3 ½ bath, 3, 014 sq ft single-story brick home sits on a beautiful .43-acre lot on a quiet cul-de sac. As you enter the spacious foyer, the inlay Brazilian cherry

Under contract-accepting backup offers. Offered at $2, 275, 000 - 2100 Lake Drive, Winter Park. Enjoy panoramic lakefront views from the privacy of your own home with this remarkable single-story lakefront residence on Winter Park’s private Lake Kill

COVETED FRONT CORNER PENTHOUSE RESIDENCE NOW AVAILABLE! THE LANDMARK IS AN AWARD WINNING LUXURY CONDO BUILDING IN DOWNTOWN WINTER PARK. AN AMAZING LARGE PRIVATE BALCONY, UNIQUE ONLY TO THE PENTHOUSE UNITS PROVIDES AN ABUNDANCE OF LIGHT AS WELL AS PAN

ENJOY LUXURY & MAINTENANCE FREE LIVING WITH PREMIUM WINTER PARK LOCATION IN THIS VILASA TOWNHOME WITH ELEVATOR! OWNER IS RELOCATING AFTER SPARING NO EXPENSE FOR HIGH-END UPGRADES, ADDITIONAL DESIGNER FEATURES ADDED THROUGHOUT AND LIGHTLY LIVING HERE!

Under contract-accepting backup offers. This exquisite residence features four spacious bedrooms, three and a half luxurious bathrooms, a convenient 2-car side-entry garage. Renovated from the ground up by Skolfield Homes in 2020, blending modern and

Move in ready 3 bedroom 2 bath Winter Park home located in the Audubon K-8 and Winter Park High district. This renovated and updated home has beautiful wood flooring, a lovely kitchen with a gas range and stainless steel appliances, an open dining an

Experience modern luxury in this extraordinary 4 Bedroom, 3 Bathroom contemporary residence boasting over 3463 sqft, nestled in the prestigious, highly desirable Virginia Heights neighborhood of Winter Park, Florida. This stunning home showcases a wa

This is a great opportunity to purchase a vacant lot in Winter Park 32789, zoned for Dommerich Elementary, Maitland Middle School, and Winter Park School. Lot dimensions are 75 x 111, and 8283sf. The empty lot to the left of this property is owned by

Under contract-accepting backup offers. Charming custom-built, two-story transitional home exudes warmth and character from the moment you step inside. Located on a beautiful, quiet, tree-lined Winter Park brick street. This 4 bedroom modern style ho

Distinctive, inspirational & harmonious. This newly constructed contemporary estate was designed by internationally respected architect, Kamal Rizk. The unique fusion of innovative design, superior craftsmanship & luxury finishes shaped this almost 9

Wonderful opportunity to own this 2 bedroom first floor unit in Waterfall Cove. The unit has two spacious bedrooms, galley kitchen, walk in closet, living/dining room combo, washer and dryer combo and lovely patio that leads to the community pool and

Under contract-accepting backup offers. Location, Location, Location. This is a cute 3 bedroom 1 1/2 bathroom house located in 32789 part of Orwin Manor subdivision of beautiful Winter Park. The home is charming with a completely renovated kitchen wi

THE LANDMARK IS AN AWARD WINNING LUXURY BUILDING IN DOWNTOWN WINTER PARK. AS YOU ENTER THE SECURED MAIN ENTRY GATE, YOU ARE IMMEDIATELY IMPRESSED WITH THE MOSAIC TILE CEILING AND THE TILE FOUNTAIN AS THE CENTERPIECE TO THE OPEN AIR COURTYARD WITH A S

Nestled in between the Winter Park Chain of Lakes and Park Avenue, this stunning condominium offers the perfect blend of elegance and convenience, making it an ideal dwelling place to call home. Dating back to the 1970s, The Cloisters Condominiums ha

Mid Century Modern home with Craftsman style finishes perfect for the car enthusiast minutes from downtown Park Avenue. Single story ranch features soaring ceilings, large windows, slate looking porcelain tile floors throughout and custom Arts & Craf

Perched high on a corner lot, nestled between Bonita Dr. and Bryan Ave., along the brick streets of Winter Park, this .34 acre property is truly a little slice of private paradise. Back and better than ever, this home has a NEW roof, NEW plumbing, 4

One or more photo(s) has been virtually staged. Unearth Winter Park's Hidden Gem! Listed $125, 000.00 BELOW area comps! Nestled just 3 short blocks from the vibrant Park Ave, this spacious 2200+ sqft home awaits your vision. Boasting 5 bedrooms and 3

Location, Location! Highly desirable quiet tree streets in Lake Knowles Terrace. Enter through private courtyard and natural landscaping. Home is a true traditional beauty. Open yet defined rooms for living room/study, family room and dining room. Ti

Spacious first floor unit in Waterfall Cove 1 bedroom is a great opportunity to own in Winter Park, close to major highways, shopping, restaurants and so much more. The open living room is spacious and has lots of natural light shining in from the sl

Walk to Park Avenue – 40 Palmer Avenue, Winter Park – Offered at $1, 750, 000. Beautiful 4-bedroom, 3.5 bath home with an additional 1/1 guest apartment above the 3-car garage. Tastefully updated, this lovely residence features large, formal living s

Charming 2-Bedroom, 1-Bathroom Bungalow, Just Steps Away from Dubsdread Golf Club! As you approach this charming bungalow, you're immediately struck by its curb appeal. The home's façade exudes a timeless Florida charm with its manicured exterior, Re

STOP THE CAR! NEW LISTING ALERT in Winter Park has just HIT THE MARKET! Buyers Welcome to 1940 Galen Ave.! As you enter the Foyer of your New Home you will be blown away at the Absolutely Stunning Interior! Wide open space, Oversized Windows allow fo

You will love this modern home nestled in one of the most desirable neighborhoods of Winter Park. Sandwiched between Dubsdread golf course, the Mills/50 district, Fairbanks Ave, and College Park, this location simply can't be beaten. Walkable dining

Extensively renovated 4 bedroom/3 bath home in sought-after Winter Park! Huge Added Master Suite. Master bedroom with his and her walking closet, Huge walk-in shower. New, Plumbing, Electrical, Ductwork, AC unit, Septic, drain field, roof windows, do

Available now this fully renovated 2 story, 4 bedroom, 2.5 bath house located on a quiet Cul-de-sac in the sought-after Waterbridge community. Home offers top of the line wood flooring (2022), Italian porcelain tiles in all bathrooms, updated kitchen

Under Construction. Under Construction. *** NEW CONSTRUCTION*** Pictures shown are of the model home with comparable finishes. Welcome to Winter Park!! This stunning new Modern Farmhouse is meticulously appointed and is conveniently located to everyt

Nestled in the sought-after Dommerich Hills neighborhood of Winter Park, this charming four-bedroom, two-and-a-half-bath block home on a corner lot offers an exceptional living experience. Dommerich Hills is known for its top-rated schools, including

Stunning European style estate in a coveted Winter Park location. Breathtaking professional renovation completed in 2023 featuring the finest luxury finishes & brands to include Wolf, Sub-Zero, Asko, & Kohler. Almost everything has been touched & ren

COMPLETELY RENOVATED POOL HOME - VA and Doctors Can finance with ZERO down to get this beautiful home.(Must qualify) This residence is nestled in highly sought-after Winter Park, FL. This luxurious 3-bedroom, 2-bathroom home offers the perfect combin

This is a prime location just off Park Avenue. Easy quick walk to Whole Foods and Winter Park Village. Fully fenced in yard, lots of space and privacy on this large corner lot. This would be a great lot to build a new custom home. This cozy home is i

This stunning custom-built 5 bedroom, 3 full & 2 half bathroom home boasts a wonderful floor plan, detached 2-car garage with covered space and a salt system pool with gas fire pit, perfect for those who love to entertain or simply relax in style. Th

Under contract-accepting backup offers. Enjoy all that beautiful downtown Winter Park has to offer at the Douglas Grand at Winter Park. Luxurious living located in Winter Park, Florida just minutes away from Orlando and Central Florida's attractions.

Under contract-accepting backup offers. This prime property boasts a fantastic location, conveniently situated near shopping centers, major highways (I-4 and 408), and esteemed educational institutions like Rollins College, Valencia Community College

Under contract-accepting backup offers. INVESTMENT PROPERTY - You have been waiting for a lot like this to come up, and you even have a structure you can build on or around! Phenomenal Winter Park location in area where other homes have been remodele

ATTENTION INVESTORS, DEVELOPERS, AND SMART HOME BUYERS!!! HUGE DOUBLE LOT IN WINTER PARK!!! The perfect place to build opportunity. 32789 Zip Code in a transitional part of Winter Park, with 4 luxury townhomes (built-in 2023) on the adjacent east bon

Under contract-accepting backup offers. Stunning one of a kind, move in ready lakefront home on private Lake Spier. Built from the ground up in 2010 utilizing just three walls of the original property, this all block single story, three bedroom, two

Under Construction. New construction in Winter Park...Custom Built by Main Street Builders. ONE STORY 4 Bedrooms/3 Bath POOL HOME, Open Concept Kitchen/Dining/Family Room, 10 ft Ceilings, Custom features include White Shaker Style Cabinets Double Sta

Gorgeous one-story pool home in the heart of Winter Park, a short walk to downtown Park Avenue’s shops, restaurants, and Central Park. This house has it all with split floorplan that has 4 bedrooms + den/office that can be a 5th bedroom, plus bonus a

Under contract-accepting backup offers. Stunning and Sophisticated. Highly desirable Genius Drive on the North Shore of Windsong. Home will be sure to impress! Detailed architectural design and open floor plan. Gorgeous wood moldings, custom cabinetr

Amazing Winter Park location! This fully remodeled and totally updated one bedroom unit has just been completed. All new paint, porcelain flooring, all new fixtures, bathroom, appliances, new wood cabinets, new stone counters. All NEW The desirable c

Pre-Construction. To be built. This Timeless Modern Mediterranean elevation offers a grand entrance, oversized windows, and a 2 car garage. The interior boasts 4, 287SF, including a chef's kitchen, an office, five bedrooms, five full bathrooms and tw

Beautifully appointed “Italian Villa” style home in the heart of Winter Park just a few blocks from Rollins College and Winter Park’s famed Park Avenue where you will find high-end shops and plenty of fabulous restaurants. This is as close as you can