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Search All Winter Park FL Luxury Homes Over $1 Million For Sale

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Search All Winter Park FL Luxury Homes Over $1 Million For Sale

Our website features the best Winter Park FL Luxury Home search for real estate, condos, land and foreclosure properties available. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Winter Park Luxury Home Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire. 

Curious about what’s happening in your neighborhood? You can view a current Winter Park Luxury Home Market Report to see what’s active, under contract, and sold in your neighborhood! 

Considering selling or refinancing your Florida Luxury Home? SRN Real Estate Pros uses the latest, modern marketing techniques to get your Winter Park FL Luxury Home sold fast and for top dollar! 

To get the process started and to receive your 

Florida Luxury Home Market Value Report

completely fill out our online form and we will prepare for you, an accurate, comprehensive and current market valuation on your Winter Park Home with no obligation.

Contact SRN Real Estate Pros today to find out how we can be of assistance to you!

Just Listed Winter Park FL Luxury Homes Over $1 Million For Sale

2156 Talman Court, Winter Park image
2156 Talman Court, Winter Park $1,950,000

Rare opportunity to own a completely multi-generational home in the exclusive neighborhood of Talman Mews on DUAL lots. The statement entrance begins under the portico w...

  • 5 Beds
  • 5 Baths
  • O5917629 MLS
1211 Preserve Point Drive, Winter Park image
1211 Preserve Point Drive, Winter Park $2,415,000

Tuscan inspired custom built pool home located in Windsong offers five or six bedrooms, an open floor plan, home office, media and game room, and a stunning wrap-around s...

  • 6 Beds
  • 5 Baths
  • O5918622 MLS
1671 Chestnut Avenue, Winter Park image
1671 Chestnut Avenue, Winter Park $1,019,000

Located in the highly coveted tree streets of Winter Park, this traditional two-story home features 5 bedrooms, 3.5 bathrooms, and plenty of entertaining space inside and...

  • 5 Beds
  • 3 Baths
  • O5918394 MLS
1637 Magnolia Avenue, Winter Park image
1637 Magnolia Avenue, Winter Park $1,489,000

Welcome to the home of your dreams!! Your brand new 2020 Custom built French Provincial style estate is ready and waiting for your family. The quality craftsmanship and p...

  • 4 Beds
  • 4 Baths
  • O5918165 MLS
1228 Mayfield Avenue, Winter Park image
1228 Mayfield Avenue, Winter Park $1,740,000

This spectacular Spanish Colonial style home is situated on an oversized lot on a quiet brick street in one of Winter Park’s most sought after neighborhoods. Painstaking...

  • 4 Beds
  • 3 Baths
  • O5917873 MLS
1750 Edwin Boulevard, Winter Park image
1750 Edwin Boulevard, Winter Park $1,425,000

Discover an exceptional opportunity in the heart of Winter Park. This beautiful custom-built two-story modern home is very bright with southern exposure on the rear of th...

  • 5 Beds
  • 4 Baths
  • O5916753 MLS
55 Trismen Terrace, Winter Park image
55 Trismen Terrace, Winter Park $6,595,000

Presenting to the market for the first time in 54 years and the first time ever as three properties combined over the years all within footsteps of Park Avenue and situat...

  • 4 Beds
  • 6 Baths
  • O5916191 MLS
467 Carolina Avenue, Winter Park image
467 Carolina Avenue, Winter Park $1,195,000

Brand new home. 10 foot ceilings. Front and back porches. Engineered wood floors. Thermidor appliances. Upgraded windows. Huge attic storage. Surrounded by 6 foot block w...

  • 4 Beds
  • 3 Baths
  • O5917041 MLS
1601 Legion Drive, Winter Park image
1601 Legion Drive, Winter Park $1,295,000

Presenting an exquisite new listing in the Heart of Winter Park. Completely remodeled in 2019 from floor to ceiling, this casually elegant, single-story residence feature...

  • 3 Beds
  • 2 Baths
  • O5916069 MLS
2700 Wright Avenue, Winter Park image
2700 Wright Avenue, Winter Park $1,125,000

Under Construction. Your Brand New 2021 Custom Home is almost ready for your family. Rex-Tibbs Construction has been building timeless homes in Winter Park for over 35 ye...

  • 4 Beds
  • 4 Baths
  • O5914421 MLS
1433 Sarazens Place, Winter Park image
1433 Sarazens Place, Winter Park $1,565,000

Stunning newly built custom home by Element Home Builders

  • 5 Beds
  • 5 Baths
  • O5915277 MLS
2206 Venetian Way, Winter Park image
2206 Venetian Way, Winter Park $1,295,000

An exceptional offering awaits in the heart of Winter Park. Built in 1925 and completely renovated in 2003, this remarkable residence retains its original charm while adh...

  • 5 Beds
  • 3 Baths
  • O5914997 MLS
1640 Hillcrest Ave, Winter Park image
1640 Hillcrest Ave, Winter Park $1,385,000

Under Construction. Another meticulously custom built masterpiece by award winning Austin Homes w/ interior design selections by Steele Street Studios. This timeless 4 b...

  • 4 Beds
  • 4 Baths
  • O5914456 MLS
1807 Barker Drive, Winter Park image
1807 Barker Drive, Winter Park $1,540,000 ▼

Welcome to 1807 Barker Drive, a lakefront home that includes tranquil views of a natural habitat, with magnificent sunsets off the water. Approximately 40% of the shoreli...

  • 5 Beds
  • 3 Baths
  • O5913456 MLS
185 W Fawsett Road, Winter Park image
185 W Fawsett Road, Winter Park $2,900,000

Elevated on a stunning corner, double lot with panoramic views of Lake Sue, this gorgeous "Aurora award-winning" lakefront estate exudes elegance and grandeur. Luxury abo...

  • 5 Beds
  • 5 Baths
  • O5913564 MLS
1001 Anchorage Court, Winter Park image
1001 Anchorage Court, Winter Park $5,750,000

Magnificent New construction Downtown Winter Park estate, built by one of the country’s top builders, this architectural masterpiece is situated just steps from Park Aven...

  • 5 Beds
  • 6 Baths
  • O5910921 MLS
315 E New England Avenue Unit 2, Winter Park image
315 E New England Avenue Unit 2, Winter Park — Villa Siena $1,750,000

A stunning ground floor offering in the Jewel of Winter Park facing the Alfond Inn! Villa Siena is located 2 blocks off Park Avenue and is within comfortable walking dist...

  • 3 Beds
  • 3 Baths
  • O5911729 MLS
  • Villa Siena Bldg.
661 Columbia Drive, Winter Park image
661 Columbia Drive, Winter Park $2,795,000

One-hundred-four expansive feet of Lake Maitland lakefront awaits on a quiet Olde Winter Park street just minutes away from Park Avenue. The home in mid-renovation, sold ...

  • 4 Beds
  • 4 Baths
  • O5911224 MLS
1437 Chapman Circle, Winter Park image
1437 Chapman Circle, Winter Park $1,195,000

Welcome to this elegant, one-of-a-kind, colonial-style home in Winter Park’s Windsong community. The classic brick exterior is remarkable and graciously invites you into ...

  • 5 Beds
  • 3 Baths
  • O5911311 MLS
911 Osceola Avenue, Winter Park image
911 Osceola Avenue, Winter Park $1,125,000

One of a kind meticulously maintained ONE STORY Winter Park Charmer within walking distance to Downtown Park Avenue. Originally custom built for the local Miller hardware...

  • 3 Beds
  • 3 Baths
  • O5911233 MLS
4355 Gabriella Lane, Winter Park image
4355 Gabriella Lane, Winter Park $1,340,000

Extraordinary opportunity to live on a 1.88 acre lot directly on the banks of Bear Gully Lake with breathtaking views. This secluded lakeside retreat located in one of Wi...

  • 4 Beds
  • 3 Baths
  • O5910773 MLS
1761 Elizabeths Walk, Winter Park image
1761 Elizabeths Walk, Winter Park $1,210,000

Accepting back up offers. Best deal in Windsong – amazing opportunity! Inviting, sunny and open, contemporary Mediterranean with high ceilings, tile roof on oversized .34...

  • 5 Beds
  • 4 Baths
  • O5908239 MLS
459 Henkel Circle, Winter Park image
459 Henkel Circle, Winter Park $1,390,000

Classic and captivating, this renovated character home embodies Winter Park at its best. Built in 1925, but extensively updated, it combines old world charm with many mod...

  • 4 Beds
  • 2 Baths
  • O5907453 MLS
1205 Mayfield Avenue, Winter Park image
1205 Mayfield Avenue, Winter Park $1,300,000 ▼

New Listing! Motivated Sellers! This property is located in the heart of lovely Winter Park, FL. This beautiful single family home contains 3,948 sq ft of Heated Space. S...

  • 6 Beds
  • 5 Baths
  • O5908014 MLS
2324 Randall Road, Winter Park image
2324 Randall Road, Winter Park $1,770,000

Welcome home to the charm of Winter Park. This executive pool home is situated in the perfect location with NO HOA, convenient to Lake Sue, Parks, World Class Shopping, a...

  • 4 Beds
  • 4 Baths
  • O5907400 MLS
328 Trismen Terrace, Winter Park image
328 Trismen Terrace, Winter Park $1,100,000

*Multiple Offers Received* No further showings * STUNNING and UPDATED Home with an Inviting SALT SYSTEM - POOL & HEATED SPA ~ Perfectly Situated on a RARE almost *1/2 ACR...

  • 5 Beds
  • 4 Baths
  • O5895856 MLS
315 E New England Avenue Unit 15, Winter Park image
315 E New England Avenue Unit 15, Winter Park — Villa Siena $1,479,000 ▼

One or more photo(s) has been virtually staged. Winter Park’s “Luxury Condo Corridor,” featuring VILLA SIENA is just steps away from famed Park Ave with award winning res...

  • 3 Beds
  • 3 Baths
  • O5905890 MLS
  • Villa Siena Bldg.
511 Fairfax Avenue, Winter Park image
511 Fairfax Avenue, Winter Park $1,375,000

One or more photo(s) has been virtually staged. New Construction home built by Integrity Remodeling and Custom Homes, Inc., one of the area's premier builders. Recently ...

  • 4 Beds
  • 3 Baths
  • O5902548 MLS
1140 Woodmere Drive, Winter Park image
1140 Woodmere Drive, Winter Park $1,100,000

Elegant Charleston residence on a prime brick street. This wonderful home greets you with a grand 2-story foyer, extensive woodwork/moldings, gorgeous solid oak hardwood ...

  • 4 Beds
  • 2 Baths
  • O5899769 MLS
1276 Preserve Point Drive, Winter Park image
1276 Preserve Point Drive, Winter Park $1,385,000

Welcome to the magnificent Mediterranean custom built pool home in a highly sought after Windsong community in Winter Park. This traditional elegance boasts 4,294 square ...

  • 4 Beds
  • 4 Baths
  • O5903336 MLS
138 Detmar Drive, Winter Park image
138 Detmar Drive, Winter Park $2,250,000

This truly unique historic property built in the 1880's has been described as the most Victorian cottage still standing in Winter Park and perhaps the finest example of V...

  • 6 Beds
  • 6 Baths
  • O5903824 MLS
1210 Via Capri, Winter Park image
1210 Via Capri, Winter Park $1,599,000

Beautiful two-story traditional pool home in the Vias. The first floor boasts a formal living room with fireplace and separate dining room, spacious eat-in kitchen with s...

  • 4 Beds
  • 3 Baths
  • O5903632 MLS
1300 N Park Avenue, Winter Park image
1300 N Park Avenue, Winter Park $3,295,000

A timeless Gary Hancock Mediterranean designed estate situated on a wrapping corner on Park Avenue, truly one of the finest streets in Winter Park. This one-of-a-kind gat...

  • 5 Beds
  • 5 Baths
  • O5903134 MLS
1000 Anchorage Court, Winter Park image
1000 Anchorage Court, Winter Park $1,988,000

Location, Location, Location! This Stunning Estate Home in Winter Park's famed "Golden Triangle" is TRUE walking distance to Park Ave. Customized with attention to ever...

  • 6 Beds
  • 5 Baths
  • O5903024 MLS
1737 Palmer Avenue, Winter Park image
1737 Palmer Avenue, Winter Park $1,250,000

This new construction has everything your family is looking for in their Winter Park home. 3374 square feet of open floor plan, with 4 bedrooms, private office, 3-1/2 bat...

  • 4 Beds
  • 3 Baths
  • O5901901 MLS
1651 Mayfield Avenue, Winter Park image
1651 Mayfield Avenue, Winter Park $1,380,000

Stunning, warm and comfortable LunDev modern farmhouse with lux features throughout is now available! This meticulously cared for new construction transitional home is r...

  • 4 Beds
  • 4 Baths
  • O5902530 MLS
575 Palmer Avenue, Winter Park image
575 Palmer Avenue, Winter Park $1,650,000

CHECK OUT THE VIDEO: WWW.575PALMER.SITE/MLS , 3 D TOUR AVAILABLE TOO ! You will be hard pressed to find a better buy in Winter Park, let alone a BRAND NEW HOME. This Me...

  • 5 Beds
  • 5 Baths
  • O5901892 MLS
1442 Palm Avenue, Winter Park image
1442 Palm Avenue, Winter Park $1,079,990 ▼

Welcome Home! $20K Price Reduction! Rare opportunity to own a Winter Park Heated Pool Home with Guest Cottage & NO HOA! Visit https://tinyurl.com/1442palm for a custom vi...

  • 6 Beds
  • 6 Baths
  • O5886784 MLS
101 S New York Avenue Unit 303, Winter Park image
101 S New York Avenue Unit 303, Winter Park — Douglas Grand $1,595,000

Incredible two-story condo unit available at Winter Park’s premier address, The Douglas Grand. Located on the 3rd floor of this access-controlled building, this 3-bedroom...

  • 3 Beds
  • 3 Baths
  • O5899896 MLS
  • Douglas Grand Bldg.
2023 Venetian Way, Winter Park image
2023 Venetian Way, Winter Park $1,700,000

Fantastic waterfront opportunity in Winter Park’s The Vias. This 1.08 acre lot features 140’ of frontage on Lake Maitland’s quiet lagoon and easy access to the Chain of L...

  • 4 Beds
  • 3 Baths
  • O5899490 MLS
1650 Dale Avenue, Winter Park image
1650 Dale Avenue, Winter Park $1,295,000 ▼

Set on an oversized 0.45 acre lot (125’x157’) this sprawling Winter Park home features 4,577 sf of interior living space complimented by beautiful hardwood floors, high c...

  • 4 Beds
  • 4 Baths
  • O5898624 MLS
1649 Magnolia Avenue, Winter Park image
1649 Magnolia Avenue, Winter Park $1,066,000

Custom home in Winter Park’s desirable tree streets. Built in 2014 by LunDev, this two-story traditional home features 4 bedrooms, 3.5 baths and plenty of entertaining sp...

  • 4 Beds
  • 3 Baths
  • O5897580 MLS
1022 Mckean Circle, Winter Park image
1022 Mckean Circle, Winter Park $1,690,000 ▼

Incredible home on sought after McKean Circle walking distance to Park Ave in Winter Park. This Contemporary Spanish home exudes the classic and charm the community is al...

  • 4 Beds
  • 3 Baths
  • O5898157 MLS
701 Pansy Avenue, Winter Park image
701 Pansy Avenue, Winter Park $1,175,000

Welcome to this custom masterpiece by LunDev Homes! This house is perfectly located in the prime, sought after Winter Park, within a short distance to Park Avenue, Hanni...

  • 4 Beds
  • 3 Baths
  • O5895979 MLS
1660 Palmer Avenue, Winter Park image
1660 Palmer Avenue, Winter Park — Feely Developments $2,295,000

Pre-Construction. To be built. Modern French country villa, situated on an oversized 0.36-acre lot located along the beautiful tree-lined Palmer Avenue. This villa is des...

  • 4 Beds
  • 5 Baths
  • O5896286 MLS
  • Feely Developments Bldg.
221 Salvador Square, Winter Park image
221 Salvador Square, Winter Park $1,025,000

Taking Backups. Gorgeous Southern Revival Traditional, Winter Park- 5 bedroom / 3.5 bathroom estate on .43 acres! Quiet cul-de-sac in highly desirable Sevilla neighborhoo...

  • 5 Beds
  • 3 Baths
  • O5894229 MLS
1610 Via Tuscany, Winter Park image
1610 Via Tuscany, Winter Park $2,740,000

Welcome to this Exquisite Mizner style Tuscan Estate located in the heart of the Via's of Olde Winter Park. Situated on one of the best corner lots in the area, this beau...

  • 5 Beds
  • 5 Baths
  • O5895169 MLS
1299 Harding Street, Winter Park image
1299 Harding Street, Winter Park $1,075,000

One or more photo(s) has been virtually staged. Beautiful 5 bedroom home on one of the prettiest brick roads in the heart of Winter Park, steps from Kraft Azalea Gardens ...

  • 5 Beds
  • 4 Baths
  • O5895581 MLS
1333 Alberta Drive, Winter Park image
1333 Alberta Drive, Winter Park $1,300,000

Own your dream house on Winter Park Chain of Lakes! Expansive English Cottage style home needs updating or build a new house up to 3,600 square feet with spectacular lak...

  • 3 Beds
  • 2 Baths
  • O5895343 MLS
1080 Kenwood Avenue, Winter Park image
1080 Kenwood Avenue, Winter Park $1,250,000

Under Construction. BRAND NEW CONSTRUCTION IN WINTER PARK! Scheduled to be completed in October 2020 this stunning modern farmhouse was designed and built by Homes by Car...

  • 4 Beds
  • 3 Baths
  • O5894524 MLS
2615 Via Tuscany, Winter Park image
2615 Via Tuscany, Winter Park $1,000,000

Elegant modern Mediterranean one-owner home situated on an oversized Via Tuscany corner lot. This home is within a short distance to Winter Park Racquet Club and the city...

  • 4 Beds
  • 3 Baths
  • O5893679 MLS
1970 Laurel Road, Winter Park image
1970 Laurel Road, Winter Park $1,290,000 ▼

One or more photo(s) has been virtually staged. Welcome to this one-of-a-kind contemporary masterpiece, custom-built by LunDev in the heart of highly desired Winter Park!...

  • 4 Beds
  • 3 Baths
  • O5892520 MLS
2433 Via Tuscany, Winter Park image
2433 Via Tuscany, Winter Park $1,250,000

Welcome to a fabulous pool home, in the Winter Park Via’s neighborhood, with all the desirable amenities including a 3-car garage, large brick circular driveway, main sui...

  • 5 Beds
  • 3 Baths
  • O5891210 MLS
1584 Hillcrest Avenue, Winter Park image
1584 Hillcrest Avenue, Winter Park $1,500,000

MULTIPLE OFFERS: Highest and best by Friday, Sept. 18th at 10AM EST. This rare gem is circa 1930 and has been beautifully redesigned from floor to ceiling with the finest...

  • 4 Beds
  • 3 Baths
  • O5890670 MLS
570 Country Club Drive, Winter Park image
570 Country Club Drive, Winter Park $1,675,000

Lakefront Luxury in Winter Park! Have you ever dreamed of grabbing your paddle board for an early morning of tranquility? Or cranking up the boat to take the family for a...

  • 5 Beds
  • 5 Baths
  • O5891290 MLS
280 Stirling Avenue, Winter Park image
280 Stirling Avenue, Winter Park $1,950,000 ▼

WATERFRONT ESTATE: .58 acre tree canopied property framed by 300 feet on Howell Creek (with riparian rights, fishing platform, wildlife feeder & canoe) & wooded lot is t...

  • 4 Beds
  • 3 Baths
  • O5891473 MLS
1741 Via Genoa, Winter Park image
1741 Via Genoa, Winter Park $4,500,000

Modern meets comfortable in this stunning home, nestled in the Via's of prestigious Winter Park. In a class itself, this luxurious home features a stunning private pool, ...

  • 4 Beds
  • 3 Baths
  • O5889376 MLS
2340 Randall Road, Winter Park image
2340 Randall Road, Winter Park $1,750,000

This spectacular custom-built modern farm house offers five bedrooms, five and a half bathrooms, 3-car garage, and an amazing outdoor living and entertaining area. The in...

  • 5 Beds
  • 5 Baths
  • O5888220 MLS
1730 Greenwich Avenue, Winter Park image
1730 Greenwich Avenue, Winter Park $1,697,000 ▼

One or more photo(s) has been virtually staged. Located in the heart of Winter Park, this virtually new Modern Florida Coastal custom pool home was built by David Cahill ...

  • 4 Beds
  • 4 Baths
  • O5889654 MLS
1731 Pinetree Road, Winter Park image
1731 Pinetree Road, Winter Park $4,300,000

With approximately 120+ feet of waterfront on the most coveted stretch of Lake Maitland in the Winter Park Chain of Lakes, this timeless custom home offers over 7,600 tho...

  • 6 Beds
  • 7 Baths
  • O5889106 MLS
1760 Fawsett Road, Winter Park image
1760 Fawsett Road, Winter Park $1,900,000

Wonderful modern, Mediterranean-style located on an expansive corner lot in one of Winter Park's most sought-after neighborhoods with views of Lake Sue. Sleek sophisticat...

  • 6 Beds
  • 6 Baths
  • O5877602 MLS
925 Poinciana Lane, Winter Park image
925 Poinciana Lane, Winter Park $1,751,000

Sophisticated Winter Park retreat with Chain-of-Lakes access! This modern Mediterranean pool home, built by Lundev Custom Homes, offers a sleek open-concept floor plan th...

  • 4 Beds
  • 4 Baths
  • O5888706 MLS
2122 Lake Drive, Winter Park image
2122 Lake Drive, Winter Park $1,050,000

This is a great opportunity to own a home on Lake Killarney, one of the most exclusive private spring fed Lakes in all of Central Florida. Enjoy lakeside living at its f...

  • 3 Beds
  • 2 Baths
  • O5887855 MLS
1654 Joeline Court, Winter Park image
1654 Joeline Court, Winter Park $1,347,500

Thoughtfully designed with modern function, a rare find with elegant finishes and perfectly located. A unique home with desirable layout showcasing over 4,500 square feet...

  • 5 Beds
  • 3 Baths
  • O5887270 MLS
1161 Valencia Avenue, Winter Park image
1161 Valencia Avenue, Winter Park $2,415,103

Under Construction. New Construction built by Z Properties.

  • 4 Beds
  • 4 Baths
  • J916916 MLS
1310 Summerland Avenue, Winter Park image
1310 Summerland Avenue, Winter Park $1,025,000

Updated, timeless & move in ready is this 5 bedroom & 3.5 bath estate pool home in the heart of Winter Park in a sought-after tree-lined neighborhood walking distance to ...

  • 5 Beds
  • 3 Baths
  • O5886102 MLS
1017 Via Tuscany Oaks Way, Winter Park image
1017 Via Tuscany Oaks Way, Winter Park $1,300,000

Gorgeous Transitional Rex Tibbs, Winter Park Custom Home in the heart of the vias with deeded Lake Maitland access!! 5 Bedroom / 5.5 Bath home has master retreat and dedi...

  • 5 Beds
  • 5 Baths
  • O5884410 MLS
5620 S Lake Burkett Lane, Winter Park image
5620 S Lake Burkett Lane, Winter Park $960,000

Welcome to this CUSTOM BUILT, well appointed, comfortable but elegant sought after LAKEFRONT home in Winter Park on Lake Burkett. This PRIVATE, SKIABLE lake has its very...

  • 4 Beds
  • 3 Baths
  • O5884864 MLS
140 E Morse Boulevard Unit A, Winter Park image
140 E Morse Boulevard Unit A, Winter Park — The Landmark $1,385,000

A literal stone’s throw from all that Park Avenue and Downtown Winter Park have to offer, The Landmark is the first and last word in luxury living for those who enjoy lif...

  • 2 Beds
  • 2 Baths
  • O5884742 MLS
  • The Landmark Bldg.
931 N Park Avenue, Winter Park image
931 N Park Avenue, Winter Park $1,300,000

Here it is!! One of the largest lots on Park Avenue with easy walking to shops and restaurants. The golf course is right here as well. This lovely pool home has been lovi...

  • 3 Beds
  • 3 Baths
  • O5884874 MLS
1555 Granville Drive, Winter Park image
1555 Granville Drive, Winter Park $1,299,000

OVERSIZED CORNER LOT....WELCOME TO PARK GROVE, ONE OF WINTER PARK'S HOTTEST NEIGHBORHOODS. RECENTLY APPRAISED. LOCATED ON A BEAUTIFUL TREE LINED STREET ONE BLOCK OFF PARK...

  • 4 Beds
  • 3 Baths
  • O5883686 MLS
550 Country Club Drive, Winter Park image
550 Country Club Drive, Winter Park $1,825,000

**2020 Parade of Homes WINNER for BEST Overall in the Pricing Category, BEST Overall Layout and BEST Craftsmanship!** This luxurious, custom-built, 5 bedroom, 4.5 bath LA...

  • 5 Beds
  • 4 Baths
  • O5883578 MLS
940 Lincoln Circle, Winter Park image
940 Lincoln Circle, Winter Park $1,625,000

Wonderful remodeled Key West/coastal style residence on a sought-after quiet street in the heart of downtown Winter Park. Steps away from Park Ave shops & restaurants. Pr...

  • 4 Beds
  • 4 Baths
  • O5881575 MLS
611 Penn Place, Winter Park image
611 Penn Place, Winter Park $1,500,000

This stunning & completely renovated home is the perfect combination of location, functionality, and glamour! Enjoy living walking distance from Park Avenue's restaurants...

  • 4 Beds
  • 2 Baths
  • O5883474 MLS
400 Cortland Avenue, Winter Park image
400 Cortland Avenue, Winter Park $1,950,000

This Modern Farmhouse was meticulously designed by David Larson and recently built-in 2019 by FG Schaub Custom Homes. The sought after Winter Park address and a rare find...

  • 5 Beds
  • 5 Baths
  • O5883145 MLS
490 Fairfax Avenue, Winter Park image
490 Fairfax Avenue, Winter Park $1,270,000

Winter Park contemporary home that was designed for both grand scale entertaining and comfortable family living. This impeccable light filled residence is well appointed ...

  • 4 Beds
  • 3 Baths
  • O5882341 MLS
914 Moss Lane, Winter Park image
914 Moss Lane, Winter Park $1,020,000

SOLD DATA ENTRY ONLY.

  • 4 Beds
  • 4 Baths
  • J916244 MLS
110 E Reading Way, Winter Park image
110 E Reading Way, Winter Park $960,000

Mid-century modern home meets Spanish hacienda! This fantastic four bedroom, two and a half bath home is situated on a large corner lot, in the heart of sought-after Forr...

  • 4 Beds
  • 2 Baths
  • O5881171 MLS
2728 Eastern Parkway, Winter Park image
2728 Eastern Parkway, Winter Park $1,100,000 ▲

Designed with the resort lifestyle in mind, this magnificent contemporary home is meticulously crafted with thoughtful architecture, new interiors and landscaping for a m...

  • 3 Beds
  • 3 Baths
  • O5878089 MLS
1740 Via Palermo, Winter Park image
1740 Via Palermo, Winter Park $2,725,000

Located in the heart of Winter Park, this exceptional and well appointed estate home sits on an oversized lot in the highly desirable “Vias” area. Dutch Provincial in sty...

  • 5 Beds
  • 5 Baths
  • O5881022 MLS
811 Hamilton Place Court, Winter Park image
811 Hamilton Place Court, Winter Park $1,000,000 ▼

Pristine Mediterranean highend upgrades on quiet, private cul-de-sac. Hardwood floors, chef kitchen, large covered and opened deck overlooking huge private park. Grand 1s...

  • 5 Beds
  • 3 Baths
  • T3256208 MLS
2301 Forrest Road, Winter Park image
2301 Forrest Road, Winter Park $1,215,000

This fabulous transitional 5 bedroom home is situated on a quiet brick street just minutes to Park Avenue’s shopping & restaurants or downtown Orlando’s business district...

  • 5 Beds
  • 4 Baths
  • O5881001 MLS
374 Henkel Circle, Winter Park image
374 Henkel Circle, Winter Park $3,519,550

Fabulous Winter Park Chain of Lakes home boasting 5 bedrooms,4 baths and 2 half baths. Enjoy gorgeous sunsets on Lake Virginia. This House is situated on an oversized lot...

  • 5 Beds
  • 4 Baths
  • O5880780 MLS
140 E Morse Boulevard Unit C, Winter Park image
140 E Morse Boulevard Unit C, Winter Park — The Landmark $1,575,000 ▼

Luxury living in the Landmark Building - Winter Park’s premiere address for privacy and proximity to all Park Ave has to offer. Just steps from charming cafés, boutiques ...

  • 2 Beds
  • 3 Baths
  • O5880298 MLS
  • The Landmark Bldg.
1240 Woodmere Drive, Winter Park image
1240 Woodmere Drive, Winter Park $1,269,900

By far one of the most dramatic interiors of any home on the market in Winter Park. Award winning Brian Schlosser of NV design has created this exquisite remodel in the h...

  • 4 Beds
  • 2 Baths
  • O5879359 MLS
1252 Via Del Mar, Winter Park image
1252 Via Del Mar, Winter Park $2,375,501

Welcome Home to "Il Fenice" - This Modern Mediterranean is located in the sought after Via's of Winter Park. This stunning new custom creation is proudly presented by Urb...

  • 5 Beds
  • 5 Baths
  • O5878661 MLS
2225 Via Luna, Winter Park image
2225 Via Luna, Winter Park $1,100,000

Fabulous one story Craftsman Style home located in the desirable neighborhood of the Via's! Neutral, light and bright Phil Kean designed home... brings the gorgeous outd...

  • 5 Beds
  • 4 Baths
  • O5877563 MLS
482 N Phelps Avenue, Winter Park image
482 N Phelps Avenue, Winter Park $1,345,000

Move in ready corner lot home with plenty of yard space in the heart of Winter Park. Expect to be impressed with this stunning masterpiece from Winter Park’s Premier Buil...

  • 5 Beds
  • 5 Baths
  • O5878019 MLS
950 Bonita Drive, Winter Park image
950 Bonita Drive, Winter Park $1,656,000

“Range Priced – Owner(s) of record will consider offer between $1,795,000 and $2,095,000, with $2,095,000 being considered full list price. Aptly named BONITA Dr., this r...

  • 4 Beds
  • 3 Baths
  • O5876605 MLS
1341 Place Picardy, Winter Park image
1341 Place Picardy, Winter Park $1,737,000

WELCOME HOME!! Be prepared to be amazed by this breathtaking Austin Homes custom 5 bedroom / 5 and a half bath transitional style home that offers a blend of modern and ...

  • 5 Beds
  • 5 Baths
  • O5877191 MLS
2400 Venetian Way, Winter Park image
2400 Venetian Way, Winter Park $2,150,000 ▼

Elegant waterfront residence in Winter Park. This impeccable Mediterranean home features five bedrooms and four baths and is located on Howell Creek canal off Lake Maitla...

  • 5 Beds
  • 4 Baths
  • O5876353 MLS
4245 Bear Gully Road, Winter Park image
4245 Bear Gully Road, Winter Park $2,150,000

Entertain! Entertain! Entertain! Beautiful 2018 Custom built Winter Park lake front home on one of the most desired lakes in the area. This home features all the amenitie...

  • 5 Beds
  • 4 Baths
  • O5876425 MLS
650 Williams Drive, Winter Park image
650 Williams Drive, Winter Park $1,140,000

Welcome to Park Grove - one of the premier neighborhoods that Winter Park has to offer. Situated on a sprawling corner lot, this traditional chic masterpiece is just min...

  • 5 Beds
  • 4 Baths
  • O5875810 MLS
1250 College Point, Winter Park image
1250 College Point, Winter Park $3,100,000

Location, Location, Location on this beautiful Winter Park home located on the banks of Lake Virginia which is part of the Winter Park Chain of Lakes. Walk to downtown P...

  • 5 Beds
  • 5 Baths
  • O5875418 MLS
104 Cortland Avenue, Winter Park image
104 Cortland Avenue, Winter Park $1,133,000

Quintessential 1926 Pool Home Where Charm & Sophistication Meet. Situated on an Elevated Lot with Beautiful Views of Lake Mizell & a Short Walk to Desirable Park Avenue. ...

  • 4 Beds
  • 3 Baths
  • O5874538 MLS
1831 Mizell Avenue, Winter Park image
1831 Mizell Avenue, Winter Park $1,170,000

Stunning contemporary home in Winter Park is close to Park Avenue and all of the wonderful restaurants, shops and the historic farmer's market. This luxurious home exude...

  • 4 Beds
  • 3 Baths
  • O5874258 MLS
341 E Kings Way, Winter Park image
341 E Kings Way, Winter Park $999,999

Stunning Contemporary Custom Energy Saver Home by David Weekley, in the heart of Winter Park, built in 2015. Come see this spacious 2 story beautifully designed and appoi...

  • 4 Beds
  • 3 Baths
  • O5870957 MLS
1560 Bryan Avenue, Winter Park image
1560 Bryan Avenue, Winter Park $1,490,000

This is the house you’ve been looking for!!!!! Your Brand New 2019 Custom Home is ready for your family. Rex-Tibbs Construction has been building timeless homes in Winte...

  • 4 Beds
  • 4 Baths
  • O5871517 MLS
1127 Kenwood Avenue, Winter Park image
1127 Kenwood Avenue, Winter Park $1,225,000

Custom Mediterranean home in the spirit of Tuscany nestled in the heart of Winter Park. Situated on a private oversized lot, this home offers over 4,500 square feet of lu...

  • 5 Beds
  • 4 Baths
  • O5871429 MLS
1151 Via Lugano, Winter Park image
1151 Via Lugano, Winter Park $1,199,000

Stunning, immaculate, and totally renovated one story pool home with guest house on premier street in the Via’s on large 0.34 acre lot. Enter the home under a gorgeous tr...

  • 4 Beds
  • 2 Baths
  • O5872297 MLS
© 2021 Northeast Florida Multiple Listing Service, Inc. All rights reserved. This data is up-to-date as of . For the most current information, contact Real Estate Company.
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