Winter Park, FL Homes for Sale with No HOA Fee

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  $469,000 Open Sun 12PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,664 Sq Ft

  1710 Aster Dr, Winter Park, FL 32792

  Price improvement!!! Renovated Winter Park home offering 3 bedrooms 2 baths with 1646 sq feet. Nice size lot .24 acre, fenced with a large open pool featuring brand new pool equipment & newly screened patio. 2024 Updates include: NEW Roof, Luxury vinyl flooring, 5 1/4 in. baseboards, popcorn ceilings removed & retextured, Full Kitchen renovation with SS appliances, Soft close cabinets & Quartz

  Dora Siler FOLIO REALTY LLC

  1710 Aster Dr, Winter Park, FL 32792
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  $475,000

  • Land
  • 0.19 Acre
  • $2,500,000 per Acre

  229 S Edinburgh Dr, Winter Park, FL 32792

  New low price! Fantastic City of Winter Park Location! 8400 square foot lot in the City of Winter Park - "maximum floor area ratio and building coverage shall be 45 percent." Zoned O-2 Professional Office. Perfect for Medical Office/s. Adjacent to Advent Health, Crosby Wellness Center, and Ward Park - a 66.4 acre sports complex. Current improvements include - 2 onsite stormwater retention ponds,

  Janice Cullity HOMEVEST REALTY

  229 S Edinburgh Dr, Winter Park, FL 32792
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  $549,900

  • 3 Beds
  • 2 Baths
  • 1,738 Sq Ft

  1116 Fairway Dr, Winter Park, FL 32792

  One or more photos has been virtually staged.Welcome to this beautiful, single-family home in the Golfside Community in Winter Park! This stunning 3-bedroom, 2-bathroom residence offers a living space of 1,738 square feet. When you enter the home, you step right into the family room. To the right of it, you can find the dining room/living room combo, all with stunning light fixtures. The

  Mathew Kelly TURN-KEY MOVES REALTY

  1116 Fairway Dr, Winter Park, FL 32792
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  $499,900

  • 4 Beds
  • 2 Baths
  • 1,827 Sq Ft

  1422 Tierra Cir, Winter Park, FL 32792

  INCREDIBLE OPPORTUNITY! PRICE IMPROVEMENT and 5.75% ASSUMABLE MORTGAGE Interest Rate Available, making it an excellent opportunity for qualified Buyers. Welcome to 1422 Tierra Circle, immaculate pool home located in the well-established community of Casa Aloma, featuring 4 bedrooms, 2 full bathrooms and open floor plan. Many wonderful upgrades include a new roof (2022), HVAC system (2022),

  Jennifer Conrado CHARLES RUTENBERG REALTY ORLANDO

  1422 Tierra Cir, Winter Park, FL 32792
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  $475,000

  • 3 Beds
  • 2 Baths
  • 1,807 Sq Ft

  1608 Bomi Cir, Winter Park, FL 32792

  Your beautifully upgraded home in Winter Park with NO HOA is waiting for you! Centrally located with walking distance to nearby schools this 3 bedroom, 2.5 bath single family home is ready for its new owner. Offering over 1,800 square feet of thoughtfully designed living space, while sitting on over an acre of land, this home combines modern comfort with the charm of one of Central Florida's most

  Suzette Berkhalter KELLER WILLIAMS ADVANTAGE III

  1608 Bomi Cir, Winter Park, FL 32792
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  $4,750,000

  • 5 Beds
  • 6.5 Baths
  • 6,338 Sq Ft

  2161 Sharon Rd, Winter Park, FL 32789

  New Home Nestled in the esteemed The Vias area and near the WPRC. Situated on a secluded street, it occupies an approximately 0.58-acre lot with an expansive backyard landscape that is truly captivating. This exquisite home encompasses five bedrooms and six-and-a-half bathrooms with a four-car garage. An indomitable presence is seen in its immense and grand pivoting iron door which directs you to

  Marcio Tannus LA ROSA REALTY HORIZONS LLC

  2161 Sharon Rd, Winter Park, FL 32789
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  $440,000

  • 4 Beds
  • 2 Baths
  • 1,765 Sq Ft

  1621 Puritan Ave, Winter Park, FL 32792

  Down Payment Assistance Available! Welcome to 1621 Puritan Ave, a beautifully renovated pool home located in the highly desirable Winter Park area on the Seminole County side. This property qualifies for multiple down payment assistance programs, making it an excellent opportunity for first-time buyers. Recent upgrades include a new roof (2023), resurfaced pool (2023), and an updated A/C system

  Alejandro Colon PREFERRED REAL ESTATE BROKERS

  1621 Puritan Ave, Winter Park, FL 32792
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  $669,000

  • Land
  • 0.32 Acre
  • $2,090,625 per Acre

  763 Overspin Dr, Winter Park, FL 32789

  Rare lot in Winter Park/College Park just steps away from Dubsdread Golf Course. This location is in Central Florida close to downtown, Winter Park, College Park, Altamonte, all major attractions and the beaches. Centrally located and easy access to I4, and all major roads through Central Florida. The lot frontage is 100'. The lot depth is 140'. You can build the house of your dreams

  Candace Hebert KELLER WILLIAMS REALTY AT THE PARKS

  763 Overspin Dr, Winter Park, FL 32789
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  $1,299,000

  • 5 Beds
  • 4.5 Baths
  • 4,435 Sq Ft

  7440 Aloma Ave, Winter Park, FL 32792

  Seller Financing Available!!! Discover the ideal space to grow and elevate your business with this prime C1-zoned property, perfectly situated on a bustling main street with high foot traffic and endless possibilities! This versatile LIVE/WORK property is perfect for an owner/operator seeking a seamless integration of business and personal life. Located in the vibrant Winter Park area of Orlando,

  DeShawn Robinson MARZUCCO REAL ESTATE

  7440 Aloma Ave, Winter Park, FL 32792
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  $274,000

  • 3 Beds
  • 2 Baths
  • 1,356 Sq Ft

  4908 Seminole Ave, Winter Park, FL 32792

  Investor Special! This Winter Park gem is an ideal find for investors or home flippers, with *no HOA* and sturdy block construction for peace of mind. Originally a 3-bedroom, 2-bath layout, the home is currently used as a 4-bedroom, 1-bath due to additional walls added by the previous owner. The second bathroom’s plumbing remains intact, simplifying restoration to the original

  Whitney Kane THE AGENCY ORLANDO

  4908 Seminole Ave, Winter Park, FL 32792
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  $2,270,000

  • 4 Beds
  • 3.5 Baths
  • 3,399 Sq Ft

  2522 Lafayette Ave, Winter Park, FL 32789

  HIGHLY MOTIVATED SELLER, BRING ME AN OFFER! Winter Park Village Pool Home! Become acquainted with this extension to Temple Road and the highly sought and exclusive Via's of Winter Park. This exclusive, custom-designed residence blends impeccable architectural details with unparalleled craftsmanship, in the highly sought Winter Park Village. With Pella windows and natural stone accents throughout,

  Jude DeVito COLDWELL BANKER RESIDENTIAL RE

  2522 Lafayette Ave, Winter Park, FL 32789
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  $3,499,500

  • 4 Beds
  • 5.5 Baths
  • 4,635 Sq Ft

  1391 Richmond Rd, Winter Park, FL 32789

  Welcome to 1391 Richmond Road, a true work of art and a surreal living experience now on the market. The most discerning buyer will fall in love with the optimal location, an unusually private lot right in the heart of Winter Park, a short stroll to Park Avenue along the stunning shores of Lake Virginia. This handcrafted Georgian style home, designed to emulate New York City townhouse living was

  Julie Bettosini STOCKWORTH REALTY GROUP

  1391 Richmond Rd, Winter Park, FL 32789
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  $1,999,993

  • 6 Beds
  • 4 Baths
  • 3,853 Sq Ft

  1451 Lyndale Blvd, Winter Park, FL 32789

  **Luxurious Winter Park Estate with Detached TWO bedroom Guest House** RENOVATED POOL HOME with NO HOA! TWO Primary Bedrooms located on the main floor! Welcome to a world of unparalleled luxury and elegance in the heart of historic Winter Park, FL. This exquisitely renovated two-story pool home, set on a sprawling corner lot, offers a rare opportunity to experience the pinnacle of

  Christopher Soucy REALTY ONE GROUP MVP

  1451 Lyndale Blvd, Winter Park, FL 32789
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  $2,070,000

  • 6 Beds
  • 3.5 Baths
  • 3,554 Sq Ft

  2234 Via Luna, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. NEW IMPROVED PRICING! Newly Renovated Partially Furnished Home in the Beautiful Via’s of Winter Park! Privately located on a large wrap around corner lot. It is meticulously maintained with eye-catching curb appeal with mature magnolia trees and beautiful landscaping with newly installed lighting to illuminate at night. This stunning 6 bedroom and

  Iram Hashmi LOKATION

  2234 Via Luna, Winter Park, FL 32789
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  $2,750,000

  • 8 Beds
  • 6 Baths
  • 7,000 Sq Ft

  1860 Via Contessa, Winter Park, FL 32789

  Step into your dream home in Winter Park! This stunning 7,000 SF residence, nestled on a peaceful street in the coveted Vias neighborhood, offers ample space across three levels, making it an ideal choice for those who crave both room to spread out and a welcoming atmosphere. Gorgeous hardwood floors flow throughout the main living areas, enhancing the home's inviting, warm ambiance. The

  Sylvester Harding SIERRA REALTY GROUP LLC

  1860 Via Contessa, Winter Park, FL 32789
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  $649,900

  • 3 Beds
  • 2.5 Baths
  • 2,447 Sq Ft

  2612 Lafayette Ave, Winter Park, FL 32789

  ***SELLER IS OFFERING $10,000 IN CONCESSIONS TOWARDS CLOSING COSTS***This exquisite residence offers sophistication and comfort without HOA constraints. Its fresh stucco facade and welcoming patio lead to a beautifully landscaped oasis. Inside, recessed lighting illuminates a captivating accent wall and a step-down entertainment area, perfect for relaxation or gatherings. The kitchen features

  Maoline Herrera EXP REALTY LLC

  2612 Lafayette Ave, Winter Park, FL 32789
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  $429,900

  • 4 Beds
  • 4 Baths
  • 1,934 Sq Ft

  3128 Patel Dr, Winter Park, FL 32792

  Don't miss this income producing duplex just minutes from University Ave and the UCF area! The separate units are 2 bedroom, 2 bath on each side and include ceramic tile/laminate flooring, spacious living room, kitchen with appliances, spacious closets, ceiling fans, washer/dryer hookups, and spacious fenced back yard.The property is currently rented on a month to month basis at

  Keith Race FUSILIER MANAGEMENT GROUP

  3128 Patel Dr, Winter Park, FL 32792
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  $425,000

  • Land
  • 0.11 Acre
  • $3,863,636 per Acre

  786 W Canton Ave, Winter Park, FL 32789

  Incredible opportunity for the right family. This is a 49x96 Perfectly high and dry lot with a tree to shade your backyard. Nestled in the highly sought after City of Winter Park amongst million dollar homes. LOCATION LOCATION LOCATION! A perfect home site for your future custom dwelling. Bring your imagination creativity and builder to take a look. What a Winter Park sweet spot. Lots in this

  Laurie Cash Cain CHARLES RUTENBERG REALTY ORLANDO

  786 W Canton Ave, Winter Park, FL 32789
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  $370,000

  • 3 Beds
  • 2 Baths
  • 1,283 Sq Ft

  780 Baffie Ave, Winter Park, FL 32789

  Great opportunity to live in Winter Park in the Dubsdread Golf Community. This 3 bedroom, 2 bath home is situated on a deep lot (50 x 140) with 1283 sq. ft., Bamboo hardwood floors in several rooms, split bedroom floor plan, large kitchen with tile floors, and oak cabinets, and the dining room has a tongue and groove wood ceiling. The primary bedroom has Bamboo floors, tongue and groove wood

  Melissa Woodman FANNIE HILLMAN & ASSOCIATES

  780 Baffie Ave, Winter Park, FL 32789
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  /19

  $550,000

  • 4 Beds
  • 3 Baths
  • 1,805 Sq Ft

  2627 Ambergate Rd, Winter Park, FL 32792

  This beautiful and remodeled home is turnkey and ready to move in, fully furnished.Investors -- You will love the cash flow upside with this property.Updated Roof, AC, Exterior Paint, Patio, Garage, Driveway, Fence, Sprinkler System, Lighting, Flooring, Kitchen, and much more.You will enjoy entertaining your guests with this large saltwater pool with cabana, as well as yard space for

  Ryan Minadie COLDWELL BANKER RESIDENTIAL RE

  2627 Ambergate Rd, Winter Park, FL 32792
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  $700,000

  • 3 Beds
  • 2 Baths
  • 1,407 Sq Ft

  865 S Pennsylvania Ave, Winter Park, FL 32789

  LOCATION, LOCATION, LOCATION...Desirable Winter Park "College Quarter" Historic District...Come take a tour of this wonderfully updated Bungalow with lots of windows for natural light, original hardwood floors, beautiful crown molding, and high ceilings. Did I mention the location, Walk to Park Ave, Rollins College, Hannibal Square, Mead Gardens, and Lake Virginia. Looking to "House Hack" then

  Jose Vega LPT REALTY, LLC

  865 S Pennsylvania Ave, Winter Park, FL 32789
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  $2,450,000

  • 5 Beds
  • 5.5 Baths
  • 4,010 Sq Ft

  1771 Taylor Ave, Winter Park, FL 32789

  Custom Winter Park home completed in 2019 by FG Schaub Custom Home Builder. Contemporary Florida living awaits in this newly built home, boasting a spacious open floor plan spanning over 4,000 square feet with five bedrooms and five-and-a-half baths. Delight in the stunning gourmet kitchen, gas cooktop, oversized island and an extended walk-in pantry with cabinets. Distinctive features include

  Michelle Hochfelder PREMIER SOTHEBY'S INTL. REALTY

  1771 Taylor Ave, Winter Park, FL 32789
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  $495,000

  • Land
  • 0.16 Acre
  • $3,093,750 per Acre

  1414 Bessmor Rd, Winter Park, FL 32789

  ?? Land for Sale – Build Your Dream Home in Winter Park! Just minutes from Park Avenue!Discover the perfect opportunity to build your custom home in one of Central Florida’s most desirable neighborhoods! This prime homesite is nestled among newly built luxury residences and offers the ideal canvas for your future home.The owner has already completed the heavy lifting — the previous

  Miranda Azer PARKVIEW REAL ESTATE

  1414 Bessmor Rd, Winter Park, FL 32789
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  $765,000

  • 4 Beds
  • 3 Baths
  • 3,020 Sq Ft

  2144 Ridge Dr, Winter Park, FL 32792

  CURRENTLY REMODELLING!! Welcome to 2144 Ridge Drive, a beautifully updated home nestled in the heart of Winter Park, Orlando.This spacious 4 bedroom, 3 bathroom residence offers a bright, open floor plan perfect for both relaxing and entertaining. The chef-inspired kitchen features high-end appliances and ample counter space, while the expansive master suite provides a serene retreat with a

  sahil rama EXP Realty LLC

  2144 Ridge Dr, Winter Park, FL 32792
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  $475,000

  • Land
  • 0.14 Acre
  • $3,392,857 per Acre

  Unlisted Address

  Fabulous location in one of Winter Park's most sought-after neighborhoods. Orwin Manor features tree-lined streets and historical homes just minutes from Park Ave, Hannibal Square, Rollins College, premier restaurants and shoppes, and quick access to I-4.

  Julie Wright CHARLES RUTENBERG REALTY ORLANDO

  Unlisted Address
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  $899,000

  • 3 Beds
  • 2.5 Baths
  • 1,314 Sq Ft

  251 Glenridge Way, Winter Park, FL 32789

  The true value of this property lies in its expansive 10,675 sq ft lot, nestled among multi-million dollar homes. Whether you're looking to build your dream home or expand upon the existing structure, this is a rare opportunity in a highly sought-after location. A full set of building plans are attached to this listing as well as survey.The existing home is a charming 3-bedroom, 3.5-bath

  Russ Razzani RAZZANI INTERNATIONAL REALTY

  251 Glenridge Way, Winter Park, FL 32789
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  $499,000

  • Land
  • 0.13 Acre
  • $3,838,462 per Acre

  621 Symonds Ave, Winter Park, FL 32789

  Great opportunity for a R-2 lot in heart of downtown Winter Park - opportunity to purchase adjacent lot at 631 Symonds and combine

  Emily Williams FANNIE HILLMAN & ASSOCIATES

  621 Symonds Ave, Winter Park, FL 32789
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  $499,000

  • Land
  • 0.13 Acre
  • $3,838,462 per Acre

  631 Symonds Ave, Winter Park, FL 32789

  Great R-2 lot in the heart of downtown Winter Park - lot next door 621 Symonds also available for purchase and opportunity to combine.

  Emily Williams FANNIE HILLMAN & ASSOCIATES

  631 Symonds Ave, Winter Park, FL 32789
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  $1,390,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,253 Sq Ft

  501 Lakeview Ave, Winter Park, FL 32789

  Under Construction. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting facade you’ll find an airy two-story layout featuring four bedrooms and 4 1⁄2 baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright loft that easily flexes as a

  Marie Ledbetter COLDWELL BANKER RESIDENTIAL RE

  501 Lakeview Ave, Winter Park, FL 32789
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  $1,390,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,253 Sq Ft

  525 Lakeview Ave, Winter Park, FL 32789

  Under Construction. Renderings available soon. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting facade you’ll find an airy two-story layout featuring four bedrooms and 4 1⁄2 baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright

  Marie Ledbetter COLDWELL BANKER RESIDENTIAL RE

  525 Lakeview Ave, Winter Park, FL 32789
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  $4,750,000 New Construction

  • 4 Beds
  • 5.5 Baths
  • 3,850 Sq Ft

  1150 Via Salerno, Winter Park, FL 32789

  In the heart of Winter Park’s coveted Vias neighborhood, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends architectural refinement w/ organic warmth. Designed and developed by Steve and Jodie Warrick Konold of Scout & Co., the 3,850 sf layout offers 4 bedrooms & 5.5 baths, wrapped in the intentional privacy of a luxury retreat. Beyond its terraced walkway and

  Padgett McCormick KELLY PRICE & COMPANY LLC

  1150 Via Salerno, Winter Park, FL 32789
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  $3,895,000 New Construction

  • 5 Beds
  • 7 Baths
  • 4,055 Sq Ft

  1820 Glencoe Rd, Winter Park, FL 32789

  Welcome to your dream home—a masterfully designed, Dutch West Indies-inspired custom residence that blends timeless elegance with modern luxury. Built by FG Schaub Custom Homes, this home features five bedrooms, five full bathrooms, two half bathrooms, and a dedicated home office, all thoughtfully designed for comfort and sophistication within 4,055sqft. of living space.Stepping into the

  Laura Earl CORCORAN PREMIER REALTY

  1820 Glencoe Rd, Winter Park, FL 32789
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  $1,575,000 New Construction

  • 5 Beds
  • 4 Baths
  • 2,895 Sq Ft

  1473 Berkshire Ave, Winter Park, FL 32789

  Under Construction. Brand-New 2025 Mediterranean Luxury in Historic Winter ParkIntroducing 1473 Berkshire Avenue — a just-completed luxury residence nestled on one of Winter Park’s most peaceful, tree-lined, and century-old streets. This two-story Mediterranean masterpiece delivers the perfect blend of timeless architecture and contemporary design, offering 5 bedrooms, 4 bathrooms, and nearly

  Milena Fernandes GOLDEN GROUP REALTY LLC

  1473 Berkshire Ave, Winter Park, FL 32789
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  $1,795,000 Open Sun 12PM - 2PM

  • 4 Beds
  • 4 Baths
  • 2,743 Sq Ft

  1780 Mizell Ave, Winter Park, FL 32789

  Experience the height of modern luxury in this newly constructed home, masterfully designed by esteemed architect Gary Hancock and ideally in the heart of Winter Park. Offering nearly 2,800 square feet of refined living space, this four-bedroom, four-bath residence seamlessly blends timeless design with high-end finishes, creating an elevated lifestyle. Enter to soaring 10-foot ceilings on both

  Megan Byers PREMIER SOTHEBY'S INTL. REALTY

  1780 Mizell Ave, Winter Park, FL 32789
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  $2,590,000 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,138 Sq Ft

  185 Sylvan Blvd, Winter Park, FL 32789

  Under Construction. Brand-new, meticulously crafted residence built by renowned builder LUIH Homes offering 3,138 square feet of thoughtfully designed living space. As you arrive, the home's stunning architectural facade and detached two-car garage make a striking first impression. Inside, every detail has been carefully curated to offer both sophistication and functionality. Soaring ceilings and

  Christopher Christensen COMPASS FLORIDA LLC

  185 Sylvan Blvd, Winter Park, FL 32789
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  $3,150,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,553 Sq Ft

  541 W Canton Ave, Winter Park, FL 32789

  Timeless elegance meets boutique craftsmanship at 541 W Canton Avenue—an exceptional new construction home by Urban Perch, proudly featured in the 2025 Parade of Homes Orlando. Located just steps from Winter Park’s iconic Park Avenue, this French Quarter-inspired residence blends historic charm and rich character with elevated modern living and a refined sense of calm.From its dormer windows

  Bianca Rey KELLER WILLIAMS WINTER PARK

  541 W Canton Ave, Winter Park, FL 32789
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  $2,295,000 New Construction

  • 4 Beds
  • 4 Baths
  • 3,005 Sq Ft

  1760 Bryan Ave, Winter Park, FL 32789

  Pre-Construction. To be built. Welcome to an architectural masterpiece that redefines modern luxury and comfort. Situated in the heart of Winter Park, this newly built custom residence by Valdara Homes offers an unparalleled lifestyle of sophistication, comfort, and style. Every detail of this striking two-story home has been meticulously crafted, featuring clean lines, expansive walls of glass,

  Harif Hazera PREMIER SOTHEBY'S INTL. REALTY

  1760 Bryan Ave, Winter Park, FL 32789
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  $3,490,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,205 Sq Ft

  1910 Glencoe Rd, Winter Park, FL 32789

  Under Construction. Stunning architectural masterpiece built by LUIH homes nestled in the heart of prestigious Winter Park. This brand-new construction embodies the perfect fusion of contemporary design, timeless elegance, and exceptional quality offering 4 bedrooms, 4 full bathrooms, 2 half bathrooms, and over 4,200 square feet of thoughtfully designed luxury living space. As you step through

  Julie Christensen COMPASS FLORIDA LLC

  1910 Glencoe Rd, Winter Park, FL 32789
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  $4,100,000 New Construction

  • 5 Beds
  • 6.5 Baths
  • 4,782 Sq Ft

  1782 Pine Ave, Winter Park, FL 32789

  Under Construction. UNDER CONSTURCTION.....Step into this stunning West-Indies inspired luxury home crafted by Nautilus Homes, where tropical charm meets timeless elegance. An architectural masterpiece in the heart of City of Winter Park. Exquisite Interior Features that are offered starts with entering the grand foyer with 10ft high ceiling and the flex room and formal dining to your left and

  Prentice Williams EXP REALTY LLC

  1782 Pine Ave, Winter Park, FL 32789
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  $1,775,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,950 Sq Ft

  1702 Arbor Park Dr, Winter Park, FL 32789

  Under Construction. Modern elegance and timeless sophistication define 1702 Arbor Park Dr, a meticulously crafted new construction home in the heart of Winter Park, FL. Spanning 2,950 square feet, this 4-bedroom, 3.5-bathroom residence also features a dedicated office and a conditioned attic that can serve as a fifth bedroom, offering flexible living space to meet various needs. Designed for

  Christopher Christensen COMPASS FLORIDA LLC

  1702 Arbor Park Dr, Winter Park, FL 32789

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