Winter Park FL. Homes For Sale

Highly desirable Winter Park location within the new k-8 Audubon Park School District. Don't miss your opportunity to buy at today's price. Build new or fix up or add on...

LOOK NO FURTHER! This is the home you have been searching for!! 3 OR 4 Bedroom home (2 bedrooms combined to create a perfect In-law suite, but easily converted back to ...

Quaint Winter Park Neighborhood!! 3-bedroom Split Plan PLUS office. Wood Burning Fireplace in Family Room with Vaulted Ceilings and new Empire carpeting. Large Eat-In Kit...

Lakefront, Location, Luxury. Move right into this beautiful lakefront custom home on cul-de-sac with views of Rollins College. Located on desirable Lake Virginia. 5 bedro...

Lovely, light, well maintained home in Citrus Point! 3/2, 1470 sq, split floor plan. Bright open kitchen has light cabinets, appliances and an island. Bring the outside i...

Mediterranean style home on large lot close to Lake Knowles, in the heart of Winter Park. This 4 bedroom nearly 3,500 sf home, with upstairs loft, has majority of its spa...

Welcome to King's Cove! One of the most desired communities of Tuskawilla, CORNER LOT, FRESHLY PAINTED IN AND OUT. Spacious home with tile floors in the common areas, WOO...

This Winter Park two-story home offers a fireplace, master bath separate tub and shower, and a two car garage. Upgraded features include fresh interior paint, fresh exter...

***Enjoy this ELEGANT Family sized over 4000 square foot, 2- story Mediterranean home with 4 LARGE bedrooms/4.5 baths PLUS home office, large loft AND large bonus room/ho...

Come take a look at this CHARMING REMODELED Bright and Airy, 3 bedroom 1.5 bath home in Winter Park! The Kitchen is designed for entertaining with Brand New Stainless Ste...

Gorgeous completely updated 4 bedroom Winter Park pool home on corner lot within the City and less than 1/2 block from Winter Pines Golf Course. Lovely front porch with S...

Must See Pool home with Top Rated Schools. Have you been looking for a while but just can't find a pool home with 4 bedrooms and a 2 car garage? If so, this may be the ...

Beautiful Charming and Newly Remodeled 4/2 home in well Desired area in winter park. This property boasts new tiles floors , new hard wood flooring in bedrooms, newly ren...

Wonderful opportunity to own a pool home in the Hyde Park neighborhood of Winter Park. This two story home features a roomy master bedroom downstairs, and three more bedr...

Custom Windsong Mediterranean pool home built in 2004 - beautifully designed by Winter Park Designs and built by IBK Construction. Upon entering the home you will be gree...

Lovely Winter Park Home! Wonderful location with amazing schools. Wonderful areas to entertain with a expansive outdoor area including a Salt water pool and Koi Pond. Thi...

A lush, green yard and side-entry garage welcome you to this spacious 4 bedroom, 2.5 bathroom home! Walk through the front door into a foyer that opens into a large, open...

Brand NEW energy-efficient home ready NOW! This Valencia's master suite is located in the back of the home for privacy and offers a huge walk-in closets, dual sink vanity...

Welcome home! You’ll be minutes away from the YMCA, 24 Hour Fitness, Orlando Magic Recreation Center and Goldenrod Park, Casselberry Commons, Aloma Shopping Center, The...

Welcome home! You’ll be near Rollins College, Full Sail University and UCF, just minutes away from shopping and dining at Casselberry Commons, LA Fitness, Walmart, Interl...

Welcome home! In this amazing Winter Park location, you’ll be just 3 miles from Rollins College and Full Sail University, right near shopping and dining at Casselberry ...

Value is in the Land. 0.36 Acres (15,758 SqFt). Come Build your dream home. Lot has existing property with some upgrades. Original Hardwood Floors throughout most of the ...

IMMACULATE 4 BEDROOM, split plan home with wall-to-wall tile! Bright & cheerful home located on a quiet cul-de-sac boasts a NEW ROOF (2017), updated ac, plumbing & water...

Immaculate pool home in Winter Park. New roof being done to enhance this 2 master suites house. House is totally Accessible with many upgrades including real wood floors ...

Welcome home! This in the 3 bedroom/ 2 bath home you have been waiting for and it is totally ready for you. The Kitchen offers Granite counters and matching Stainless Ste...

Don’t miss out on this amazing renovated home in Sought-after Eastbrook Winter Park neighborhood with no mandatory HOA! Located within a short drive to abundant shopping ...

WELCOME HOME! Turn-key, spacious home in the popular Winter Park area. This property has been COMPLETELY UPDATED inside and out! The house has been remodeled with a conte...

Situated in one of downtown Winter Park's finest neighborhoods. This one-story pool home with side entry garage includes 3 bedrooms and 2 1/2 baths, formal living and din...

Welcome to this very spacious home, boasting 2 master suites (upstairs and downstairs) with 2 guest bedrooms and an office, located in a quiet area of Winter Park without...

New New New! Beautiful Winter Park pool home in the perfect location! Brand new over-sized U shaped paved driveway with new landscaping and irrigation system. This 3 bed/...

Under Construction. A unique new Coastal Modern coming from Lundev Custom Homes. A Green Apple Architecture design with a clean and easy floor plan and a beautiful elevat...

Brand new 2019 construction Coastal Style home offered by Rex-Tibbs Construction one of Winter Park's premier custom home builders for over 35 years. Open and flexible fl...

Under Construction. This home is going to be one of the jewels of the Lake Killarney Shores of Winter Park community. At 4242 SF, it offers 6 bedrooms & 5.5 baths with Li...

Timeless in style and designed for modern living, this California Modern home inspires a sense of elegance. With 5 bedrooms, 4 full baths and 2 half baths this home showc...

Come and see this beautifully renovated Winter Park home located in the quiet community of Winter Woods! Make yourself at home as you enter through the front door to an o...

This home has it all…Winter Park Pines.. Beautiful 4 bedroom 2bath pool home with an oversized side entry 2 car garage on a corner lot. This home features a split bedroo...

2-Story Beauty in Winter Park's Orwin Manor! Modern touches meet nostalgic charm in this thoughtfully arranged, 4 bedroom, 3.5 bathroom property. The downstairs features ...

Location Location Location! Don’t miss this gorgeous WINTER PARK gem. Move in ready! versatile floor plan, boasting 4 bedrooms, 3 full baths and oversized POOL! Zoned for...

Priced to Sell this stunning five bedroom, five bath home + office is located in one of Winter Park’s more desirable communities. Tucked quietly behind Park Grove, this h...

Recently renovated 3 Bedroom, 2 Bathroom Pool Corner Lot Cul-De-Sac Home Zoned for Sought-After Seminole County Homes in the Sought-after Eastbrook Winter Park neighborho...

New New New! Beautiful Winter Park pool home in the perfect location! This 3 bed/2 bath home that's been professionally upgraded and designed to a modern setting & ready ...

This home is in a wonderful location in Winter Park on a spacious corner lot. Just south of the Winter Park Hospital on Lakemont and within a few short blocks of Winter ...

Stop the car!!! You do not want to miss this newly remodeled home! It is just waiting for its new family to move on in! Updates include new knockdown on ceilings, freshly...

Elegant Charleston style residence located across from Kraft Azalea Garden with views of Lake Maitland and walking distance to downtown Winter Park & Park Avenue. Sophist...

This exquisite lakefront mansion is nested within the exclusive Windsong Preserve Point community in Winter Park and features an unobstructed view of Lake Berry. The hous...

*CLICK ON THE 3D VIRTUAL WALK THROUGH VIDEO FOR THIS HOME*THIS IS A MUST SEE ONE OF A KIND WINTER PARK LAKEFRONT POOL HOME WITH 4 BEDROOMS & 3.5 BATHROOMS..LOCATED ON THE...

Charming Winter Park home! Located in top rated Winter Park High school zones, you will love this well loved, one story home located in the popular Winter Park Estates co...

Located in highly sought-after Winter Park Pines neighborhood!! Tons of charm in this rare OPEN floor plan, with very spacious living areas. Totally RENOVATED KITCHEN… in...

Perfect floor plan home, made with high tech EPIC exterior wall system featuring insulated concrete panels set in place by a crane. French Mediterranean architecture with...

Winter Park Custom home in 2013, in the Vias of Winter Park is a private Oasis, on Little Lake Tuscany, and tucked away down a private drive on nearly an acre of property...

This former #1 Parade of Homes winner when it was built has been remodeled inside with brand new kitchen, all new flooring, and repiped. Interior walls and ceilings repai...

Gorgeous one owner custom built home with detached guest cottage. Richly appointed including beautiful moldings, stunning wood floors throughout & grand foyer & entry. Fo...

Under Construction. Luxury custom home builder Native Homes presents the "Modena", an elegant modern home with a flexible floor plan providing open living spaces bathed i...

Gorgeous two story home in the sought after Autumn Glen community. Amazing location with a pond just beyond your backyard and mature landscaping. Totally updated with bea...

Welcome to Winter Park known for its charm, elegant homes, bricked streets, upscale shopping and dining experiences, Rollins college and world-class arts and cultural opp...

Welcome to this beautiful 7 bedroom 5 bath house overlooking GARDEN LAKE. As you enter the gated community of EDEN POINT, you are welcomed by beautiful homes / landscapin...

Nicely maintained home on oversized lot located on a quiet cul-de-sac. Open floor plan with large newly updated kitchen. Formal Dining Room and Great Room with built in s...

BEAUTIFUL “LIKE NEW” HOME ON BRICK LINED ROADS, IN THE HEART OF THE HIGHLY DESIRED, QUINTESSENTIAL TREE STREETS OF WINTER PARK! Built by DAVID WEEKLY in 2011, this home f...

Welcome to Winter Park known for its charming, elegant, characteristic homes, bricked streets, chain of beautiful lakes, upscale shopping/dining, Rollins College and worl...

A one of a kind home nestled in a wonderful neighborhood just steps to Rollins College and the shops and restaurants of Park Avenue. Newly built in 2018 by Z Properties, ...

Private and sophisticated Winter Park lakefront with stunning views of Lake Osceola. Light and bright with a very open floor plan this residence offers great space for e...

$20,000 reduction for quick sale! Highly sought after Winter Park home! This home has an eat-in kitchen with granite counters and stainless steel appliances. The fourth ...

Welcome home to this beautiful pool home in highly sought after Kenilworth Shores. This 3 bedroom 2 bath home is move-in ready and has generous upgrades. The kitchen has ...

Tucked away at the end of a cul-de-sac is this fabulous GATED Winter Park 5 bedroom/ 5 bath pool home on an oversized lot in desirable, secluded small community. Ideal lo...

Winter Park beauty zoned for sought after Seminole County Schools! One of just 50 custom homes in this quiet community that provides lake and dock access to Lake Florence...

Under Construction. Welcome to Winter Park's newest contemporary home located close to The Via’s’ and Walking distance to Park Avenue, Winter Park Hospital, Whole Foods a...

A special home in Winter Park in the Hills zoned for Dommerich, Maitland Middle and Winter Park High, it is an ideal location. This 5-bedroom home has a separate guest vi...

MODERN LUXURY FLAWLESSLY EXECUTED! Located in the heart of Winter Park, this modern masterpiece by award-winning Davila Homes delivers a distinctly luxury custom residenc...

Beautifully remodeled 3 bed /2.5 baths with formal living, family & dining room. Winter Pines/Merrie Oaks neighborhood. Open concept kitchen and family room. Very well ma...

Highly desirable Winter Park location within the new K-8 Audobon Park School district! Custom home builders are currently building in this surrounding area. Don't miss yo...

Fully RENOVATED 2019 modern interior home with amazing upgrades located in desirable Winter Park, minutes from the hospital. Striking kitchen with Shaker soft close cab...

Timeless, elegant home in the heart of Winter Park just blocks away from Park Avenue, Rollins College, and across the street from the beautiful Mead Botanical Gardens. Th...

What a deal! Appraised for $530,000 in 2018! Heart of Winter Park! Overflowing with character and charm! Interiors newly painted. Beautiful, traditional home located in o...

Florida Style Ranch Home on a beautiful tree lined street. Open Floorplan with 3 bedrooms and 2 full baths, this Home is so bright and cheery with a great natural flow. ...

Spectacular new modern build by JSM Construction on oversized .32 acre lot. Open concept layout designed by Zero Latitude. You will feel fully connected to family room, d...

This property offers a beautiful 1,433 sqft Winter Park Bungalow as an investment opportunity or the chance to build your own custom home located just blocks from downtow...

Come see what peace looks like. This beautiful oasis has 3 bedrooms/2 bathrooms, family room AND BONUS ROOM that you could use as a 4th bedroom, or entertainment room. Ha...

Sold "AS IS". Value is in the land. Location, Location, Location! Build your dream home surrounded by multi million dollar homes in prime Via's Location.

Under Construction. This sought after community in Winter Park will features resort-style amenities and private access to Lake Howell via canoe launch. Residents will enj...

Under Construction. This sought after community in Winter Park will features resort-style amenities and private access to Lake Howell via canoe launch. Residents will en...

WINTER PARK LIVING LIKE YOU’VE NEVER EXPERIENCED! In this 3 bedroom, 2 bathroom home, you’ll love what this family residence has in store. Offering an oversized living ro...

WOW!!! 804 Hamilton Place Court, Winter Park Fl. 32789 has many upgrades that will truly impress your buyers. Kitchen features upgraded cabinets and appliances, granite ...

Located on pristine Lake Berry in the famed Windsong Community, this privately gated contemporary estate is set amid mature oaks and lush landscaping. Situated on over 2 ...

PRICE IMPROVEMENT - Check this one out!!! This is an exceptional home. This one of a kind sprawling single level open concept floor plan, has 4 bedrooms, 3.5 baths, an o...

Rare find as many opportunities await on this multifamily corner home site in desirable Winter Park Location!!! Existing Solid block duplex with tremendous potential alre...

Here is your opportunity to own the beautiful and award winning “JACKSON” floorpan! Located in EDEN POINT, an exclusive and intimate gated community with a WINTER PARK ad...

LOCATION IS EVERYTHING! Don’t miss out on your opportunity to buy in this charming neighborhood. Tucked away from the hustle and bustle, this 4 bed-room, 2 bath home is m...

This Winter Park three-bedroom two-bathroom home was built in 1962. It features concrete block construction, with stylish terrazzo floors. Located in the quiet neighborho...

DIRECT POND VIEW. Welcome to Sanctuary at Aloma's gated community, on a quiet private cul-de-sac. This immaculately kept open concept one story home with split floor p...

Absolutely gorgeous new listing in Winter Park. Custom built in 2013 by Lundev this stunning 4 bedroom, 4 ½ bath home features luxurious finishes throughout & an amazing ...

Retaining the charm of mid-century Winter Park, this lovely historic pool home complete with wood floors, easy and elegant layout and ample off street parking is waiting ...

Under Construction. "Under Construction" Brand NEW energy-efficient home ready July 2019! The Palermo II is a one-story home featuring tile roofing, 3 car garage, extende...

Under Construction. This sought after community in Winter Park will feature resort-style amenities and private access to Lake Howell via a canoe launch. Residents will en...

Warm and elegant home in the heart of Winter Park just blocks away from Park Avenue, Rollins College, and across the street from Trismen Park. This completely remodeled 4...

Pre-Construction. To be built. The latest masterpiece from Winter Park’s premier builder FG Schaub Custom Homes. This transitional home was designed by David Larson and i...

Absolutely gorgeous, single-story home in Winter Park’s desirable Windsong community! Custom built, this exquisite 4 bedroom, 3.5 bath home features an expansive interior...

Come view this amazing well cared for 4 bedroom 2 bath home on an oversized lot in Winter Park. This home sits on a quiet cul-de-sac overlooking a nature preserve and is ...

This meticulous Mediterranean-style masterpiece looks brand-new and is truly one-of-a-kind, showcasing attention to detail throughout. Encompassing a grand total of 10,07...

Enjoy the charm of one of Winter Park's BEST neighborhoods. Wonderful four bedroom, three and one half bath two-story home on cul de sac. Floor plan features formal livin...

Tucked away in a pristine area of Winter Park, this beautifully maintained pool home offers four bedrooms with three baths nestled on over half an acre.  Situated high on...

A diamond in the rough and ready to be remolded!!! This 4 bedroom, 4 1/2 bath, 3,169 SqFt home is situated on a .28 acre lot and located on a quiet brick street in one of...

Your new home awaits, tucked away in the established Winter Park community of Lost Creek! Discover this beautiful 2-STORY HOME that is ZONED FOR TOP RATED SEMINOLE SCHOOL...

What a convenient location!! Both Lakemont Elementary School and the Y.M.C.A. are with walking distance. Interlachen Country Club, Publix, Walgreens and shopping centers ...

Elegance and Sophistication perfectly describe this Quintessential Winter Park Home! This ONE-STORY Home was Exceptionally Renovated in 2016 with Impeccable Detail! Featu...

**PRICE REDUCTION** This magnificent 3/2 home is an absolute gem. This marvelous estate comes fully loaded with BRAND NEW Bamboo flooring throughout, Crown Molding, BRAND...

Well priced HUGE Multi-generational Winter Park home with Mother in law suite or private owner retreat. The large pool is 30 x 15 with pavered deck and screened in too! O...

* WE ARE CURRENTLY IN A MULTIPLE OFFER SITUATION. PLEASE SUBMIT YOUR HIGHEST & BEST OFFER BY 11:00 A.M. ON 5/13/2019. BE SURE TO INCLUDE THE MULTIPLE OFFER FORM IN MLS A...

Situated on a classic tree-lined brick street, this custom Winter Park home is truly bespoke; designed to maximize openness and the natural lighting the nearly 9,600 squa...

Winter Park- Beautiful estate right off Park Avenue in the private Twelve Oaks peninsula subdivision. The residence sits on a 0.97 acre lot, offering the uncommon luxury ...

PRICE REDUCED!!! Beautifully Maintained 2 Story Home on a Premium Corner Lot. Located in Enclave at Aloma, an Exclusive and Intimate Gated Community with a Winter Park Ad...

Pre-Construction. To be built. Clarkson Concepts Custom Modern Country. Location, Location Location. NO HOA! A true Jewel! in the middle of Winter Park , enjoy this hi...

This beautiful home is centrally located to everything Winter Park has to offer - A-rated schools, dining, shopping, parks and recreation, Rollins College and Park Avenue...

Custom Winter Park Mediterranean pool home built in 2006. A professionally landscaped yard & paver covered circular drive entrance leads to a travertine deck where you w...

Huge corner lot house in a A VERY desirable location, close to art, culture and close to the delights of downtown winter park shopping and restaurants! 3 Bedrooms with a...

Gorgeous new listing in Winter Park! This beautiful 5-bedroom pool home features a traditional layout with formal living and dining rooms, an open kitchen and family room...

Welcome home to the Winter Park Pines where the mailman delivers to your door and sidewalks line both sides of the street. This sprawling 4 bed, 3 bath SPLIT FLOOR PLAN h...

Quaint Winter Park street is the perfect setting for this traditional beauty. Main house with high ceilings, hardwood floors & crown molding boasts 4 bedrooms/3 baths & 2...

Dommerich Elementary, Maitland Middle, and Winter Park High Schools!!! This is an amazing opportunity to get into one of the best school districts for under 300K. This ch...

LOCATION. LOCATION. LOCATION. Enjoy everything Winter Park has to offer. Nestled in the lovely neighborhood of Orwin Manor, this Move-in-ready, Key West style home is ...

Tucked away in one of downtown Winter Park's nicest neighborhoods sits this amazing one story pool home with updates galore. With over 4000 square feet in air conditioned...

Gorgeously remodeled single family home available in the desirable Winter Park Pines neighborhood. You will love this beautifully updated 4 bed 2 bath, 2 car garage home....

Completely renovated home in the highly desirable Winter Park Pines. Top rated WP schools. This open concept home is perfect for entertaining or relaxing with the family....

Via Lugano contemporary home with much desirable detached guest suite!! Floor to ceiling glass walls surround an oasis courtyard pool with gas heated spa and brand new pe...

Elegant Mediterranean Estate custom built by Carlos Posada in the middle of downtown Winter Park on prestigious Park Avenue. The main residence sits on almost half an acr...

One of the most desirable locations in Winter Park, Oakhurst and Bonita! This custom built pool home with five bedrooms and four baths has so much to offer! The moment yo...

Under Construction. NEW CUSTOM HOME, located in the highly desirable East End Market/Northwood Terrace area of Winter Park. Home features 2,714 SF of living area with 3 b...

A one of a kind, truly unique Winter Park home! Situated between Lake Maitland and Lake Osceola. Walking distance to Azalea Park, Park Avenue and Winter Park Golf Club. T...

Stunning Mediterranean Custom Home situated on a tree lined cul-de-sac in the very special Via’s of Winter Park. This beautiful home features Brazilian Cherry floors thro...

This home is for you if you like the idea of living in a FULLY RENOVATED pool home with high ceilings, on a private road within 3 blocks of Audubon Park Retail District. ...

Awesome location with easy access to schools, shopping and other amenities. Two story home with master bedroom downstairs. Screened in porch with wooded view.

Gorgeous custom-built two story Cahill Estate in Windsong. Fall in love with the views of Lake Virginia from your outdoor oasis that also overlooks the private preserve. ...

This House has been renovated and Furnished beautifully and features 3 bedrooms 2 bathrooms and is perfect for a first time buyer or Investor great opportunity or just an...

Timeless Pennsylvania Place stunner! Tradition meets warm elegance in this custom built masterpiece. From the moment you step in from the charming Southern style front po...

Stunning LAKEFRONT home on beautiful Lake Howell in Winter Park. Private drive down the tree lined street with Equestrian facilities and Estate homes leads to this amazin...

Pre-Construction. To be built. Pre-Construction- To Be Built. Another beautiful perch by Urban Perch- A Boutique Homebuilder.This modern Farmhouse will boast a large open...

This fantastic POOL home offers what our future warrants: multi-family residency! NEW ROOF, FENCE & SCREEN in 2019! This home was also fully renovated and duplexed in 201...

Luxury transitional designed- 5 bedroom plus sanctuary, bonus and 2 huge storage rooms in spectacular neighborhood. Ted Maines interiors including Flos lighting, designer...

Beautiful Spanish-Mediterranean influenced home designed by Gary Hancock has deeded lake access and offers a perfect location in the highly desirable Vias of Winter Park...

Modern Luxury - Tucked away in the Vias of Winter Park sits this Stylish, Contemporary Smart Home on Lake Maitland. The Brand New Lakefront Residence combines innovative ...

Welcome to your new home in the desired Winter Park Area! Your new home features brand new exterior stucco and paint, new home ac system installed, brand new electrical s...

Nestled in the heart of Winter Park and surrounded on both sides by brick streets, this elegant ONE-STORY 3 bed / 3 bath home sits on a large corner lot (100x125). The mo...

COME AND SEE IT! Highly Desirable Winter Park location! Remodeled Kitchen has Stainless Steel Appliances and Quality Cabinetry. The Open Floor Plan 3 Bedroom home has dur...

Well-Priced & Sprawling FOUR Bedroom, 2.5 Bath Concrete Block, Two-Story ESTATE Home in the Prestigious WINTER PARK Area Between Brookshire Elementary & WINTER PARK HIGH ...

Back on market at one of the lowest prices per square foot in the neighborhood. Traditional home remodeled just 6 six years ago and sits on a 100 x 150 foot lot with pool...

Stunning, Clean & Modern- 2017 new custom home construction in a superior location on .28 acres lot! You will be blown away by this 4 bed / 4 full bath plus office & bonu...

This gorgeous three bedroom two bath home sits on nearly a QUARTER ACRE CORNER LOT in the heart of Winter Park. Your new home boasts amazing curb appeal from the well mai...

Winter Park Gem!! Don't miss this incredible investment possibility. A builders DREAM property, on a quiet cul de sac, over sized lot of almost 10000 sq ft. Great for bu...

This move-in ready 4/2 home sits on a huge lot on a quiet cul-de-sac in classic Winter Park. This beautiful home is situated in a family-friendly neighborhood, updated wi...

LOCATION! LOCATION! LOCATION! You’ll be in the heart of Winter Park, right on a creek that lets out into Lake Killarney. Take your boat to enjoy a facial at the spa or gr...

New Price! Midcentury Bungalow recently renovated and conveniently located in Winter Park. Imagine walking to East End Market and living minutes from Park Ave and Baldwin...