Winter Park, FL Houses for Sale

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  /43

  $864,900

  • 4 Beds
  • 3.5 Baths
  • 2,589 Sq Ft

  1090 Wildmeadow Run, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. This luxurious Modern Style home delivers the pinnacle lifestyle, in every aspect of MAINTENANCE FREE LIVING. You will enjoy premium views of nature with a RESORT CLUBHOUSE featuring an abundance of amenities including a resort pool, fitness center & playground, all JUST 250 FEET AWAY....This home has been IMPECCABLY MAINTAINED, and includes the

  

  Rod Chevalier

  BHHS FLORIDA REALTY

  (321) 339-2639

  1090 Wildmeadow Run, Winter Park, FL 32792
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  Explore Winter Park

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  /50

  $469,900

  • 3 Beds
  • 3 Baths
  • 1,880 Sq Ft

  2835 Bongart Rd, Winter Park, FL 32792

  Seller is Motivated and open to incentives, must sell NOW! - Welcome to your spectacular pool home in Winter Park Estates. This beautifully renovated 3-bedroom, 3-bath residence features all the modern upgrades you've been searching for inside and out! Enjoy peace of mind with a new A/C unit (warranty included) and resurfaced pool complete with a new pump—perfect for Florida living. The backyard

  

  Claudia Jenkins

  CHARLES RUTENBERG REALTY ORLANDO

  (321) 450-7314

  2835 Bongart Rd, Winter Park, FL 32792
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  /53

  $720,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,497 Sq Ft

  3018 Carmello Ave, Orlando, FL 32814

  Welcome to your dream home in the heart of Baldwin Park, a highly sought-after community known for its charm and convenience. This exquisite single-story residence, inspired by Monticello French style, offers a perfect blend of elegance and modern living. With 3 spacious bedrooms, 2 well-appointed bathrooms, and a 2-car garage, this home is designed for both comfort and functionality.Step

  

  Angela Carney

  CORCORAN PREMIER REALTY

  (321) 895-9273

  3018 Carmello Ave, Orlando, FL 32814
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  /42

  $765,000

  • 3 Beds
  • 2 Baths
  • 2,134 Sq Ft

  2418 Whitehall Cir, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. MAJOR PRICE REDUCTION! MOTIVATED SELLER! Don't miss out!!! A true GEM located in the highly desirable Brookshire Heights, presenting this FULLY REMODELED spacious single-story property in the heart of WINTER PARK. Showcasing a new meticulously designed floorplan, this property has also recently been EXTENDED by a total approx. 1,040 sqft. Exuding

  

  Alice Anne Jackson

  CORCORAN PREMIER REALTY

  (321) 599-7240

  2418 Whitehall Cir, Winter Park, FL 32792
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  /37

  $450,000

  • 3 Beds
  • 2.5 Baths
  • 1,980 Sq Ft

  1660 Tremont Ln, Winter Park, FL 32792

  4 Bedrooms | 2.5 Baths | New Roof + Paid-Off Solar | Winter Park’s Country LaneWelcome to this well-cared-for 4-bedroom, 2.5-bath home in the highly desirable Country Lane neighborhood of Winter Park!On the first floor, you’ll find a bright and inviting layout with a kitchen featuring stainless steel appliances, along with ample cabinet and counter space. There’s plenty of room to

  

  Jason Howell

  REAL BROKER, LLC

  (321) 325-3575

  1660 Tremont Ln, Winter Park, FL 32792
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  /39

  $699,000

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  2338 Tuscarora Trail, Maitland, FL 32751

  ***Charming Dommerich Hills Home with Scenic Lake Views and Modern Updates*** Nestled in the desirable Dommerich Hills, this beautiful 4-bedroom, 2-bath lakeside home offers a serene lifestyle with views of the lush conservation area and Lake Waumpi. Mature trees and an expansive backyard create a peaceful retreat, with ample space to add a pool. The home’s classic Florida charm is enhanced with

  

  Timothy Smith

  WHITE WHALE REAL ESTATE

  (321) 329-6311

  2338 Tuscarora Trail, Maitland, FL 32751
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  /42

  $430,000

  • 4 Beds
  • 2 Baths
  • 1,821 Sq Ft

  2829 Aloma Ave, Winter Park, FL 32792

  Rare Opportunity in Highly Sought-After Winter Park!Don’t miss your chance to own this fantastic ...LISTED WELL BELOW APPRAISED VALUE ! Known for its top-rated schools and unbeatable location as well , this home exudes timeless charm with elegant terrazzo floors throughout. Newer Roof ( 2021) and Newer A/C ( 2019) Too!Step inside to a spacious and inviting layout, featuring a

  Cassie Lamoureux KELLER WILLIAMS CLASSIC

  2829 Aloma Ave, Winter Park, FL 32792
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  /35

  $770,000

  • 5 Beds
  • 4 Baths
  • 2,866 Sq Ft

  5618 Winterbrook Way, Winter Park, FL 32792

  PRICE IMPROVEMENT - THIS HOME IS TRULY A MUST SEE! This stunning 5-bed, 4-bath home in the exclusive gated WINTERBROOK community is move in ready and ready for you to enjoy. Built in 2020 by Pulte Homes, this like new energy-efficient home offers luxury wood-look tile, wood beams, a 2 car garage with epoxy floors and a beautifully landscaped backyard. The gourmet kitchen features quartzite

  Elizabeth Binder REDFIN CORPORATION

  5618 Winterbrook Way, Winter Park, FL 32792
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  /38

  $875,000

  • 4 Beds
  • 4 Baths
  • 2,759 Sq Ft

  730 S Ranger Blvd, Winter Park, FL 32792

  Stunning, one of kind, 4/4 Winter Park pool home loaded with upgrades! ROOF, AC & WATER HEATER (2020), NEW FLOORING, KITCHEN & BATHS (2025), QUARTZ COUNTER TOPS (2025) FRESH INTERIOR PAINT (2025) & EXTERIOR (2023). Enjoy NEW DRIVEWAY PAVERS, FRONT YARD IRRIGATION (2025), REPLACEMENT WINDOWS & FRENCH DOORS (2016). Largest old school POOL in the neighborhood (20x40) RESURFACED (2016) with NEW PUMP

  David Knight EXP REALTY LLC

  730 S Ranger Blvd, Winter Park, FL 32792
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  /20

  $400,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 1,071 Sq Ft

  2320 High St, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Enjoy a 1% lower interest rate for your first year with our preferred lender! Located in the highly sought after Winter Park area, this home features 3 Bedrooms, 2 Bathrooms was thoughtfully renovated in 2025 by the current owner. Perfect for a first time homebuyer or investor looking for a move-in ready, low maintenance property! Updates include a

  Jessica Lee THE AGENCY ORLANDO

  2320 High St, Winter Park, FL 32792
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  /72

  $945,000 Open Sat 11AM - 2PM

  • 3 Beds
  • 3 Baths
  • 2,456 Sq Ft

  915 Garden Dr, Winter Park, FL 32789

  Step into this beautifully maintained Mid-Century Modern home, nestled in the prestigious Winter Park community and just a short three-minute stroll to the serene beauty of Mead Botanical Garden. A true raised ranch design, this home radiates warmth and character from the moment you arrive, featuring an expansive covered front patio that welcomes you inside.Inside, you’ll be greeted by

  Cassie Lamoureux KELLER WILLIAMS CLASSIC

  915 Garden Dr, Winter Park, FL 32789
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  /32

  $465,000

  • 5 Beds
  • 3 Baths
  • 1,442 Sq Ft

  2181 Linden Rd, Winter Park, FL 32792

  Discover this beautifully remodeled home at 2181 Linden Road, located in the heart of Winter Park. With 5 bedrooms and 3 bathrooms, this property features modern upgrades throughout, including a brand-new kitchen, updated bathrooms, and fresh finishes. Nestled on a spacious lot with no HOA, it offers both privacy and flexibility for homeowners seeking comfort and style.Enjoy living just

  Alejandro Rodriguez AROD PARTNERS REALTY

  2181 Linden Rd, Winter Park, FL 32792
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  /41

  $460,000

  • 3 Beds
  • 2 Baths
  • 1,263 Sq Ft

  5331 Oak Ct, Winter Park, FL 32792

  Welcome to Wrenwood Heights Community!! Very well Maintain Pool Home on CUL-DE-SAC LOT!! Great community with no HOA. House located on spacious large lot 0.31 Acre. House features Open Concept with 3 bedroom and 2 bathroom! New Roff 2024. Pool was resurfaced in 2025. Fully Fenced Backyard with upgraded Paver patio and mature landscaping and Fruit trees. Community located in Winter Park close to

  Nataliya Voroshylo CHARLES RUTENBERG REALTY ORLANDO

  5331 Oak Ct, Winter Park, FL 32792
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  /44

  $3,499,999 Open Sun 2PM - 4PM

  • 5 Beds
  • 5.5 Baths
  • 4,955 Sq Ft

  1761 Legion Dr, Winter Park, FL 32789

  One of the most coveted neighborhoods in all of Winter Park! This custom-built 5-bedroom, 5.5-bath residence was completed in 2017 and first sold in 2018. Lovingly maintained by the original owner and elevated with high-end designer finishes, the home showcases the impeccable vision of renowned designer Ted Maines, who reimagined much of the interior with timeless sophistication. Perfectly

  Kelly Price KELLY PRICE & COMPANY LLC

  1761 Legion Dr, Winter Park, FL 32789
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  /77

  $2,900,000

  • 4 Beds
  • 7 Baths
  • 5,416 Sq Ft

  1401 Green Cove Rd, Winter Park, FL 32789

  This award-winning Tuscan Mediterranean residence seamlessly blends timeless architecture with a light-filled, open interior, situated on a spacious corner lot just moments from Park Avenue. From the moment you step into the grand foyer—with its graceful circular staircase, custom tile work, and rich wood floors—it's clear that every detail of this home was crafted with care.The heart of

  Terry Yonker BUCKEYE REALTY LLC

  1401 Green Cove Rd, Winter Park, FL 32789
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  /85

  $1,549,000

  • 5 Beds
  • 4.5 Baths
  • 5,329 Sq Ft

  8041 Lake Waunatta Dr, Winter Park, FL 32792

  Modern Lakefront Dream home NOW AVAILABLE! Nestled in the peaceful Lake Waunatta Woods neighborhood, this stunning renovated lakefront estate seamlessly blends modern style with effortless luxury. With over 5,300 square feet, five spacious bedrooms, and breathtaking panoramic views of Lake Waunatta from nearly every room, this one-of-a-kind property offers the ultimate waterfront lifestyle.

  Kathryn Stelljes KELLER WILLIAMS REALTY AT THE PARKS

  8041 Lake Waunatta Dr, Winter Park, FL 32792
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  /48

  $2,150,000

  • 5 Beds
  • 4.5 Baths
  • 3,851 Sq Ft

  1560 Woodland Ave, Winter Park, FL 32789

  You have arrived to 1560 Woodland Avenue, a beautiful home in a prime location inside the Winter Park municipality, situated on a peaceful brick-paved street. There are five bedrooms and four and a half bathrooms spread out over 3,800 square feet in this stunning property. Featuring a welcoming pool and relaxing spa. A separate suite with its own entrance is available for use by the mother-in-law

  Manny Alvarez LOKATION

  1560 Woodland Ave, Winter Park, FL 32789
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  /32

  $899,000 Open Sat 1PM - 4PM

  • 5 Beds
  • 4 Baths
  • 3,424 Sq Ft

  2604 Marble Ave, Orlando, FL 32803

  Stunning 5 BEDROOM POOL HOME in the Heart of AUDUBON PARK GARDEN DISTRICT. Welcome to 2604 Marble Avenue — a beautifully appointed 5-bedroom, 4-bathroom home offering 3,424 SQUARE FEET of stylish living space in one of Orlando's most desirable neighborhoods. Zoned for top-rated AUDUBON PARK K-8 and WINTER PARK HIGH SCHOOL, this home combines location, comfort, and exceptional versatility.

  Brian Spain LAKESIDE REALTY

  2604 Marble Ave, Orlando, FL 32803
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  /51

  $1,595,000 Open Sat 12PM - 4PM

  • 5 Beds
  • 3.5 Baths
  • 3,292 Sq Ft

  1453 Lyndale Blvd, Winter Park, FL 32789

  Welcome to this updated and architecturally unique 5-bedroom, 3.5-bathroom custom home, offering 3,292 square feet of luxury living in the heart of Winter Park. Step inside and you’re immediately greeted by gleaming porcelain tile floors, smooth modern non-textured walls, and soaring ceilings that create a light and airy feel. The spacious living room features custom wall details, crown molding,

  Tiffany Pantozzi ALIGN REAL ESTATE LLC

  1453 Lyndale Blvd, Winter Park, FL 32789
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  /56

  $1,195,000

  • 4 Beds
  • 3.5 Baths
  • 2,565 Sq Ft

  215 Salvador Square, Winter Park, FL 32789

  Welcome home to this lovely four-bedroom, three-and-a-half-bath pool home in the prestigious Sevilla neighborhood of Winter Park! Tucked off a charming brick-lined street just 1⁄4 mile from Park Avenue, this .40-acre property offers both privacy and convenience to your Winter Park lifestyle. Inside, you’ll find timeless details such as marble and parquet flooring, crown molding, plantation

  Carrie Bantel PREMIER SOTHEBY'S INTL. REALTY

  215 Salvador Square, Winter Park, FL 32789
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  /2

  $1,690,000

  • 2 Beds
  • 1 Bath
  • 1,559 Sq Ft

  141 W Lake Sue Ave, Winter Park, FL 32789

  AMAZING Winter Park Opportunity! Nestled in one of the most desirable locations, 141 W Lake Sue Avenue offers a VERY HARD to find 1⁄2 acre lot—the epitome of prime real estate. The true value lies in the land, making this a rare chance for builders or buyers to create their dream Winter Park residence. Surrounded by beautiful homes and tree-lined streets, this pristine lot provides the perfect

  Brian Mitnik RE/MAX 200 REALTY

  141 W Lake Sue Ave, Winter Park, FL 32789
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  $1,285,000 Open Sun 11AM - 2PM

  • 4 Beds
  • 2 Baths
  • 2,750 Sq Ft

  1981 Blue Ridge Rd, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.**Welcome home to this beautifully renovated 4-bedroom, 2-bathroom home nestled on a desirable corner lot in the heart of Winter Park’s Timberlane Shores community. Boasting

  Thomas Nickley KELLER WILLIAMS REALTY AT THE PARKS

  1981 Blue Ridge Rd, Winter Park, FL 32789
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  /50

  $1,050,000 Open Sun 2PM - 4PM

  • 5 Beds
  • 3 Baths
  • 3,858 Sq Ft

  7706 Waunatta Ct, Winter Park, FL 32792

  Stunning Lakefront Retreat in Winter Park! Welcome to your dream home on beautiful Lake Waunatta! This spacious and upgraded 5-bedroom/1-office/3-bathroom lakefront property offers over 3,850 sq. ft. of living space (5,113 sq. ft. total) on a nearly half-acre lot with ~100 feet of private shoreline. Enjoy breathtaking lake views from multiple rooms and the balcony. Open floorplan offers flexible

  Robert Arnold SAND DOLLAR REALTY GROUP INC

  7706 Waunatta Ct, Winter Park, FL 32792
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  /32

  $829,000

  • 4 Beds
  • 3.5 Baths
  • 3,062 Sq Ft

  675 Overspin Dr, Winter Park, FL 32789

  Seller may consider buyer concessions if made in an offer ~ Beautiful upgrades, a versatile layout, and the best of Winter Park at your doorstep! With Dubsdread Golf Course just around the corner and Fairbanks Avenue minutes away, this 4-bedroom, 3.5-bath CUSTOM BUILT HOME puts you in the center of it all – NO HOA required! Major systems have been well maintained; including a NEW A/C UNIT with UV

  Jennifer Wemert WEMERT GROUP REALTY LLC

  675 Overspin Dr, Winter Park, FL 32789
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  /45

  $815,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,185 Sq Ft

  2074 Laurelwood Way, Winter Park, FL 32792

  Looking for a move-in ready home in Winter Park with custom upgrades and resort-style amenities? Welcome to 2074 Laurelwood Way, a beautifully maintained one-story Pomelo model by Meritage Homes in the gated Hawks Crest community on Lake Howell.This energy-efficient home features an open layout, tray ceilings, double ovens, and smart upgrades throughout: custom pantry, closets, and an

  Rina Patel RE/MAX PRIME PROPERTIES

  2074 Laurelwood Way, Winter Park, FL 32792
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  /52

  $893,000

  • 5 Beds
  • 3 Baths
  • 2,242 Sq Ft

  1927 Eland Ave, Winter Park, FL 32789

  Tucked away on a quiet dead-end street with no rear neighbors, 1927 Eland Avenue combines charm, versatility, and an unbeatable Winter Park lifestyle. This beautifully maintained property offers both a character-filled main home and a modern detached in-law suite.The main residence features 3 bedrooms, 2 bathrooms, real wood floors, abundant natural light, and warm Spanish Colonial

  Adriana Gonzalez PERFECT INVESTMENT REALTY

  1927 Eland Ave, Winter Park, FL 32789
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  /55

  $990,000

  • 4 Beds
  • 3.5 Baths
  • 2,173 Sq Ft

  208 Brewer Ave, Winter Park, FL 32789

  SELLERS ARE OFFERING $10,000 BUYER CLOSING COST CONCESSION FOR ANY BUYER WITH AN ACCEPTED CONTRACT BY 8/31/25. A $5,000 CREDIT TO A BUYER FOR AN ACCEPTED CONTRACT BY 09/30/25! Welcome to this beautifully updated 4-bedroom, 3.5-bath Craftsman-style home, offering just under 2,200 sq ft of thoughtfully designed living space. From the moment you arrive, the charm is undeniable—with classic

  Cassandra King COMPASS FLORIDA LLC

  208 Brewer Ave, Winter Park, FL 32789
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  /21

  $949,900

  • 3 Beds
  • 2 Baths
  • 1,536 Sq Ft

  2823 Wright Ave, Winter Park, FL 32789

  Here’s your chance to own something truly special in Winter Park! This gorgeous lakefront home sits on over HALF AN ACRE, a rare find in this area - allowing opportunity to BUILD YOUR DREAM HOME! Step inside to find a thoughtfully updated kitchen featuring high-end appliances, custom cabinetry, and designer finishes, ideal for both entertaining and everyday living. The home boasts new windows

  Tal Busidan TAL BUSIDAN PA

  2823 Wright Ave, Winter Park, FL 32789
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  /55

  $999,500

  • 4 Beds
  • 4.5 Baths
  • 3,408 Sq Ft

  2890 Wild Ginger Ct, Winter Park, FL 32792

  Discover the exceptional Winter Park neighborhood of Bear Gully Pointe, a gated community rich with amenities and anchored by a 137-acre spring-fed lake. This meticulously crafted home sits in a private cul-de-sac and stretches over almost 1⁄2 acre with mature landscaping and includes a secluded, fenced back yard. Function is paramount with a three-way split floorplan with four bedrooms and 4.5

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  2890 Wild Ginger Ct, Winter Park, FL 32792
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  /23

  $998,000

  • 4 Beds
  • 3.5 Baths
  • 4,088 Sq Ft

  1319 Heavenly Cove, Winter Park, FL 32792

  FULLY FURNISHED HOME THAT IS MOVE-IN READY! ALL FURNITURE INCLUDED IN THE SALES PRICE! Amazing home located in a quiet gated subdivision in Winter Park near Trinity Prep. The home provides a wonderful layout with high ceilings and an open concept – perfect for entertaining. Updated kitchen with clean white cabinets, spacious chef’s island, and GE stainless steel appliances to cook a delicious

  Doug Addeo COMMUNITY REALTY ASSOCIATES

  1319 Heavenly Cove, Winter Park, FL 32792
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  /39

  $890,000

  • 4 Beds
  • 2 Baths
  • 2,237 Sq Ft

  1018 Turner Rd, Winter Park, FL 32789

  Seller may consider buyer concessions if made in an offer | Lakefront charm meets quiet luxury in the heart of Winter Park! This beautifully updated single story POOL HOME sits on nearly HALF AN ACRE of LAKEFRONT PROPERTY on the coveted LAKE BELL - a private SKI LAKE - offering a private dock/boat lift, character and contemporary upgrades that make everyday feel like a lakeside retreat. Major

  Jennifer Wemert WEMERT GROUP REALTY LLC

  1018 Turner Rd, Winter Park, FL 32789
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  /72

  $825,000

  • 5 Beds
  • 3 Baths
  • 2,132 Sq Ft

  730 W Swoope Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Experience the Charm of Winter Park in This Renovated Corner HomeWelcome to the beautifully updated gem of Winter Park!Located on a prime corner lot just three short blocks from the famous Park Avenue, this stunning residence spans over 2,200 square feet and has been completely transformed to blend style, comfort, and an unbeatable

  Andres Ospina Rivera LPT REALTY, LLC

  730 W Swoope Ave, Winter Park, FL 32789
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  /38

  $975,000

  • 3 Beds
  • 2 Baths
  • 1,887 Sq Ft

  913 Moss Ln, Winter Park, FL 32789

  ***Lease purchase available | Remodeled in 2023 | Furniture package available | Short term rental allowed*** Discover Your Dream Retreat at 913 Moss Lane, Winter Park, FL – A 2023 Masterpiece Awaits! Step into luxury living at 913 Moss Lane, a breathtakingly renovated 3-bedroom, 2-bath haven in the heart of Winter Park, boasting 1,887 square feet of modern elegance and timeless Florida charm.

  Peter Rodriguez VECTOR PROPERTY GROUP

  913 Moss Ln, Winter Park, FL 32789
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  /65

  $935,000

  • 5 Beds
  • 3.5 Baths
  • 3,598 Sq Ft

  5325 Cypress Reserve Place, Winter Park, FL 32792

  ATENTION BUYERS!! $15K SELLER CONCESSION TOWARDS BUYERS CLOSING COST WITH FULL ASKING PRICE!!The Winter Park Oasis You've Been Waiting For:Imagine waking up in an expansive primary suite, enjoying a cup of coffee by the fireplace, and then stepping out to your backyard oasis the heated, screened-in pool and spa, warmed by eco-friendly solar panels, are perfect for year-round

  Dori Estrada LPT REALTY, LLC

  5325 Cypress Reserve Place, Winter Park, FL 32792
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  /68

  $960,000

  • 3 Beds
  • 2 Baths
  • 2,114 Sq Ft

  250 Cortland Ave, Winter Park, FL 32789

  Welcome to the epitome of the Winter Park lifestyle at 250 Cortland Ave, nestled among million-dollar homes on one of the most picturesque, tree-lined, brick streets in the heart of Winter Park, FL. This meticulously maintained house presents the ideal blend of luxury and comfort, with a low-maintenance, fully landscaped yard, complete with a sprinkler system, an oversized two-car garage, a

  Alexandra Nordine EXP REALTY LLC

  250 Cortland Ave, Winter Park, FL 32789
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  /57

  $1,070,000

  • 4 Beds
  • 2.5 Baths
  • 3,121 Sq Ft

  1444 Pelican Bay Trail, Winter Park, FL 32792

  Back on market due to financing issue with buyer. Updated Price! A True Gem on the Lake!If you've been dreaming of owning a lakefront property with a Winter Park address, this is your chance! This stunning 4-bedroom, 2.5-bathroom home in the tranquil Pelican Bay Subdivision is move-in ready and full of charm.As you approach, you'll be greeted by lush landscaping. Step

  Jacob Hara TRANSCEND REALTY

  1444 Pelican Bay Trail, Winter Park, FL 32792
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  /32

  $1,249,000 Open Sun 1PM - 3PM

  • 4 Beds
  • 3.5 Baths
  • 2,596 Sq Ft

  1835 Lake Sue Dr, Orlando, FL 32803

  Built in 2019 by David Weekley, this Craftsman-style residence blends modern design with timeless character in the heart of Beeman Park. Inside you’re welcomed by an inviting office with French doors, perfect for working from home. Engineered hardwood floors flow throughout the main level, leading to a bright, open concept living space. The kitchen is a chef’s dream with quartz countertops,

  Jenny Lake FANNIE HILLMAN & ASSOCIATES

  1835 Lake Sue Dr, Orlando, FL 32803
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  /34

  $979,999 Open Sat 11AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 2,088 Sq Ft

  3600 Ethan Ln, Orlando, FL 32814

  Welcome to this stunning two-story Craftsman-style home in the heart of vibrant and highly sought-after Baldwin Park. Offering 3bedrooms, 2.5 bathrooms, office/flex space, 2,088 square feet of beautifully designed living space, and a two-car garage, this turn-key residence effortlessly blends style and convenience. The charming front porch leads into a welcoming interior featuring luxury

  JJ Mackle PREMIER SOTHEBY'S INTL. REALTY

  3600 Ethan Ln, Orlando, FL 32814
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  /40

  $889,000 Open Sat 12:01PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 3,000 Sq Ft

  2514 Tuscarora Trail, Maitland, FL 32751

  Lakefront Dommerich pool home in one of Central Florida’s most coveted school zones! This 4-bedroom, 2.5-bath beauty offers nearly 3,000 sq. ft. of spacious living, zoned for A-rated Dommerich Elementary, Maitland Middle, and Winter Park High. Enjoy a private pool, stunning lake views, and plenty of space to gather, entertain, and relax—right in the heart of one of Maitland’s most desirable

  TOM NOELKE EXP REALTY LLC

  2514 Tuscarora Trail, Maitland, FL 32751
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  /33

  $1,079,900

  • 4 Beds
  • 3.5 Baths
  • 2,603 Sq Ft

  3034 Stanfield Ave, Orlando, FL 32814

  Fresh, bright, and full of good energy, this Baldwin Park corner unit has it all. With a new roof, freshly painted exterior, and natural light in every room, this home feels welcoming the moment you walk in. Inside, you’ll find sleek laminate floors throughout and a spacious layout. The first floor is open and airy, perfect for everyday living or weekend entertaining, plus there’s a dedicated

  Tal Busidan TAL BUSIDAN PA

  3034 Stanfield Ave, Orlando, FL 32814

Showing Results 1 - 40, Page 1 of 6

Why Live in Winter Park

Winter Park, located near Orlando, Florida, began in the 1880s as a planned community appealing to northern ex-pats with its warm winters, good schools, and lively arts scene. Today, it maintains its "City of Arts and Culture" nickname with museums and a vibrant cultural atmosphere. The main commercial district, Park Avenue, features high-end boutiques and bistros, including The Ravenous Pig, a renowned gastropub. Rollins College and The Rollins Museum of Art are local highlights, along with The Alfond Inn, which serves as a social hub. The city’s nearly 30,000 residents enjoy highly rated schools such as Winter Park High and Trinity Preparatory School of Florida. Housing options range from petite bungalows to lakeside mansions, with styles including New Traditional, midcentury-era ranch homes, Colonial Revival, and Contemporary homes. The Winter Park Chain of Lakes offers boating, kayaking, and paddleboarding opportunities, while Central Park provides 11 acres of green space with walking paths and a rose garden. Annual events like the Winter Park Sidewalk Arts Festival and Christmas on Park attract visitors and foster community spirit. Residents have access to Interstate 4, SunRail, and Lynx buses for transportation, with Orlando International Airport about 20 miles away. Winter Park’s crime rates are lower than the national average, making it a safer area compared to nearby Orlando.

Learn more about living in Winter Park

Home Trends in Winter Park, FL

On average, homes in Winter Park, FL sell after 62 days on the market compared to the national average of 52 days. The median sale price for homes in Winter Park, FL over the last 12 months is $480,000, up 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$480,000

Median Single Family Sale Price

$600,000

Median Townhouse Sale Price

$474,000

Median 2 Bedroom Sale Price

$220,000

Median 1 Bedroom Sale Price

$155,000

Average Price Per Sq Ft

$368

Number of Homes for Sale

311

Last 12 months Home Sales

1,029

Months of Supply

3.60

Median List Price

$525,000

Median Change From 1st List Price

5%

Median Home Sale Price YoY Change

2%