Recently Sold Winter Park Homes

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  $620,000 Sold Sep 16, 2025

  • 1,156 Sq Ft
  • $536/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

  535 N Interlachen Ave Unit 305, Winter Park, FL 32789

  Walk to fun Park Avenue and its restaurants, boutique shops, museums and the historic Winter Park Nine Golf Course from this stylish and fully renovated Winter Park 2/2 condo. With beautiful natural light, hardwood floors and tree- top views, this third floor corner unit offers a luxurious master suite with two closets plus an elegant bath with double sinks, quartz countertops, under cabinet

  A.V. Blalock COLDWELL BANKER RESIDENTIAL RE

  535 N Interlachen Ave Unit 305, Winter Park, FL 32789
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  Explore Winter Park

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  $1,950,000 Sold Sep 16, 2025

  • 3,909 Sq Ft
  • $499/SF
  • 170 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2015

  141 Oakwood Way, Winter Park, FL 32789

  Welcome to 141 Oakwood Way, a one-of-a-kind custom-built estate in the highly desirable south Winter Park/Lake Sue area. This modern Mediterranean-inspired residence seamlessly blends timeless elegance with contemporary luxury, offering an exceptional living experience with high-end finishes, thoughtfully designed spaces, and unmatched attention to detail. Step inside to whitewashed oak

  Nicole Rader MAINFRAME REAL ESTATE

  141 Oakwood Way, Winter Park, FL 32789
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  /2

  $825,000 Sold Sep 15, 2025

  • 1,672 Sq Ft
  • $493/SF
  • 27 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1977

  1421 Sunset Dr, Winter Park, FL 32789

  BUYER GOT COLD FEET= YOUR OPPORTUNITY! Welcome to 1421 Sunset Drive – A Turnkey Gem in the Heart of Olde Winter Park!This is a rare opportunity to own a beautifully updated home on one of Olde Winter Park’s most charming, brick-lined, tree-canopied streets. Just steps from serene Lake Knowles and Lake Wilbar, and minutes from the vibrant dining, shopping, and cultural experiences of Park

  Sarah Tomlinson COMPASS FLORIDA LLC

  1421 Sunset Dr, Winter Park, FL 32789
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  /2

  $1,250,000 Sold Sep 15, 2025

  • 2,471 Sq Ft
  • $506/SF
  • 2 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1979

  1049 Tuscany Place, Winter Park, FL 32789

  This is a rare opportunity to own a ONE STORY LARKEFRONT home on a HALF-ACRE lot in the highly desirable Via’s of Winter Park. Nestled on a quiet cul-de-sac in Tuscany Place and zoned for top A-rated schools, this beautifully maintained 4-bedroom, 2-bath home offers breathtaking views of Lake Temple from nearly every room. The spacious and light-filled interior features a split bedroom floor plan

  Sarah Tomlinson COMPASS FLORIDA LLC

  1049 Tuscany Place, Winter Park, FL 32789
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  /2

  $110,000 Sold Sep 15, 2025

  • 735 Sq Ft
  • $150/SF
  • 78 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1969

  1000 S Semoran Blvd Unit 415, Winter Park, FL 32792

  NEW AC INSTALLED, PRICE REDUCTION, EXCELLENT INVESTMENT OPPORTUNITY, Great Tenant in place! Spacious Ground-Floor Apartment with Outdoor Terrace Discover this charming and spacious ground-floor apartment, perfect for comfortable living and entertaining. Featuring a private outdoor terrace, this property provides the ideal setting for enjoying fresh air and relaxation without ever needing to climb

  Jhoana Loyo Urrutia LA ROSA REALTY LLC

  1000 S Semoran Blvd Unit 415, Winter Park, FL 32792
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  /2

  $115,000 Sold Sep 12, 2025

  • Land
  • 0.37 Acre
  • $310,811 per Acre

  • 22 Days On Market

  1228 Coletta Dr, Orlando, FL 32807

  Clear and large lot available for sale! Well maintained and ready for a new buyer! Want to build your future home in Orlando? Or want to build a house that you can rent out and make passive income? Close to Semoran Blvd and East Colonial Drive, this location is in close proximity to Baldwin Park, Downtown Orlando, Full Sail University, Barry University of Law, University of Central Florida,

  Sais Park FLORIDA REALTY INVESTMENTS

  1228 Coletta Dr, Orlando, FL 32807
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  /2

  $385,000 Sold Sep 12, 2025

  • 1,354 Sq Ft
  • $284/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1954

  259 Blossom Ln, Winter Park, FL 32789

  Charming Winter Park Block Home with Deeded Access to Lake Killarney – Solid, Updated Systems & Priced for Your Personal Touch!Welcome to this well-built 3-bedroom, 2-bath cement block home in one of Winter Park’s most desirable and established neighborhoods. . . . . . Built in 1954 and lovingly cared by the same owner for almost 40 years, this home offers strong bones, a functional layout,

  Sherrie Wysong LEGACY REALTY & BROKERS LLC

  259 Blossom Ln, Winter Park, FL 32789
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  /2

  $655,000 Sold Sep 12, 2025

  • 1,704 Sq Ft
  • $384/SF
  • 23 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  1640 Cypress Point Ln, Winter Park, FL 32792

  Welcome to 1640 Cypress Point – a home like no other in Winter Park. This beautifully maintained 3-bedroom, 2-bathroom home offers 1,704 sq. ft. overlooking a serene spring-fed pond and the Winter Park Pines Golf Course. Nestled on a quiet street with a cul-de-sac, this property combines privacy, natural beauty, and convenience in one exceptional location. As you walk up to the front door, you’ll

  Amy Turner KELLER WILLIAMS WINTER PARK

  1640 Cypress Point Ln, Winter Park, FL 32792
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  /2

  $434,000 Sold Sep 12, 2025

  • 1,556 Sq Ft
  • $279/SF
  • 55 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 1978

  1122 Washington Ave Unit 7, Winter Park, FL 32789

  Welcome to 1122 Washington Avenue – a delightful 2-bedroom, 2.5-bath townhome located in one of Winter Park’s most desirable neighborhoods. Just a short stroll to Park Avenue, Rollins College, the Winter Park Tennis Center, and the brand-new Seven Oaks Park, this home offers the perfect blend of lifestyle and location.This area is undergoing tremendous transformation, especially along the

  Raul Veitia BELMONT REALTY

  1122 Washington Ave Unit 7, Winter Park, FL 32789
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  /2

  $420,000 Sold Sep 12, 2025

  • 1,660 Sq Ft
  • $253/SF
  • 172 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1972

  1905 Diamond Dr, Orlando, FL 32807

  Seller Concessions Offered! Stunning Fully Renovated Home in a Prime Location!Welcome to your dream home—completely renovated and move-in ready with high-end finishes and modern upgrades throughout.This beautifully updated residence features sleek new ceramic tile flooring, striking granite countertops in both the kitchen and bathrooms, and brand-new stainless steel

  John Walker, Jr HOUWZER INC

  1905 Diamond Dr, Orlando, FL 32807
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  /2

  $1,555,000 Sold Sep 12, 2025

  • 3,971 Sq Ft
  • $392/SF
  • 146 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1990

  817 Antonette Ave, Winter Park, FL 32789

  Iconic Winter Park treasure! Welcome home to 817 Antonette, an architecturally inviting residence that exudes quality and charm. This thoughtfully designed home boasts detailed moldings and millwork, wood floors, high ceilings, and beautiful oversized windows throughout. A grand foyer leads to a central gallery with an atrium and a custom-designed bannister, while a unique glass ceiling allows

  Mary Colton FANNIE HILLMAN & ASSOCIATES

  817 Antonette Ave, Winter Park, FL 32789
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  /2

  $1,785,000 Sold Sep 11, 2025

  • 2,907 Sq Ft
  • $614/SF
  • 29 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1953

  1640 Mayfield Ave, Winter Park, FL 32789

  This elegant one story home is located in highly desirable Winter Park on an oversized .28 acre lot with mature and lush landscaping and NO HOA. It has 10' ceilings and an open floor plan combining kitchen, dining, and living rooms with gorgeous wood floors and plenty of natural light overlooking the secluded & screened salt water pool with cascading water features, gas heated spa, and covered

  Beverly Brown RE/MAX PRIME PROPERTIES

  1640 Mayfield Ave, Winter Park, FL 32789
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  /2

  $265,000 Sold Sep 11, 2025

  • 1,036 Sq Ft
  • $256/SF
  • 116 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1982

  3310 Royal St, Winter Park, FL 32792

  Welcome to 3310 Royal Street – a beautifully maintained mid-century gem nestled in one of Winter Park’s most desirable neighborhoods. This 2-bedroom, 1 and a half bath home offers the perfect blend of timeless charm and modern updates, ideal for families, professionals, or anyone looking to enjoy the Winter Park lifestyle.Step inside to discover an open-concept layout filled with natural

  Kevin Schudel BUY IT INC

  3310 Royal St, Winter Park, FL 32792
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  /2

  $25,000 Sold Sep 09, 2025

  • Land
  • 0.2 Acre
  • $125,000 per Acre

  • 10 Days On Market

  1964 Bering Ave, Winter Park, FL 32789

  There is a light pole easement. This lot is not buildable and is only good for non structural uses that are comparable with duke energy requirements. Please conduct your own due diligence before making an offer.

  Clarence Fields LUXURY & BEACH REALTY INC

  1964 Bering Ave, Winter Park, FL 32789
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  /2

  $2,200,000 Sold Sep 09, 2025

  • 3,155 Sq Ft
  • $697/SF
  • 2 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1954

  1554 Lake Knowles Cir, Winter Park, FL 32789

  Exuding timeless charm and Southern elegance, this gorgeous Charleston-style residence sits on a large lot overlooking the tranquil waters of Lake Knowles. Framed by a picturesque brick street lined with beautiful homes, the property boasts striking curb appeal, a 32-foot second-story porch with breathtaking sunset views, and classic architectural details that invite you in at every turn. A

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1554 Lake Knowles Cir, Winter Park, FL 32789
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  /2

  $837,500 Sold Sep 08, 2025

  • 1,305 Sq Ft
  • $642/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1981

  200 Carolina Ave Unit 201, Winter Park, FL 32789

  A unique opportunity to own this Winter Park luxury corner condominium unit in the gated Park West community. Resting on the corner of New York Avenue and Carolina, with direct second-floor balcony views of Central Park and Park Avenue, and proximity to the quintessential Winter Park experience. Designed by nationally renowned Soco Interiors, a turnkey opportunity that adds ease to the

  Alison Mosley PREMIER SOTHEBY'S INTL. REALTY

  200 Carolina Ave Unit 201, Winter Park, FL 32789
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  /2

  $175,000 Sold Sep 08, 2025

  • 1,018 Sq Ft
  • $172/SF
  • 165 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1984

  2936 Antique Oaks Cir Unit 71, Winter Park, FL 32792

  Move in ready with 30K in renovations! Welcome to this inviting first-floor condo, designed with an open concept floor plan that seamlessly blends comfort and style. The expansive family room provides a generous space for family gatherings and entertaining, with abundant natural light flowing through large windows and a screened-in porch. This condo features two generously sized bedrooms and two

  Dean D Nikolic PMI PROPERTY ALLIANCE

  2936 Antique Oaks Cir Unit 71, Winter Park, FL 32792
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  /2

  $1,079,000 Sold Sep 05, 2025

  • 2,649 Sq Ft
  • $407/SF
  • 2 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2008

  100 S Virginia Ave Unit 319, Winter Park, FL 32789

  Experience the best of Winter Park living in this distinguished three-bedroom, three-bathroom condominium, located in the secure and sought-after Douglas Grand development—just one block from vibrant Park Avenue. Spanning an impressive 2,649 sq ft on a single level, this third-floor residence blends timeless architectural charm, quality construction, and everyday function. Step inside to an

  Padgett McCormick KELLY PRICE & COMPANY LLC

  100 S Virginia Ave Unit 319, Winter Park, FL 32789
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  /2

  $656,402 Sold Sep 05, 2025

  • 1,779 Sq Ft
  • $369/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1964

  402 Saint Dunstan Way, Winter Park, FL 32792

  ACCEPTING BEST AND FINAL OFFERS BY 9AM ON MONDAY, 6/30! Welcome to this beautifully upgraded 3-bedroom, 2-bathroom pool home offering 1,779 square feet of thoughtfully and expertly designed living space, where no detail has been overlooked! Nestled in the highly desirable neighborhood of Winter Park Pines - where the mailman still delivers to your front door - this move-in-ready gem combines

  Amy Turner KELLER WILLIAMS WINTER PARK

  402 Saint Dunstan Way, Winter Park, FL 32792
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  /2

  $580,000 Sold Sep 04, 2025

  • 1,701 Sq Ft
  • $341/SF
  • 16 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2004

  915 Aragon Ave, Winter Park, FL 32789

  Nestled in a peaceful enclave near Park Avenue in Winter Park, this inviting 3 bedroom, 3 bathroom, 1,701 SF townhome offers classic Florida living with modern comforts. A welcoming entry opens to bamboo wood flooring that flows through the main living areas. The living room and adjacent dining space connect seamlessly to the gorgeous kitchen, featuring 42" wood cabinets, stainless appliances,

  Shelby Kirsch REAL PROPERTY MANAGEMENT AND REALTY

  915 Aragon Ave, Winter Park, FL 32789
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  /2

  $600,000 Sold Sep 04, 2025

  • 1,876 Sq Ft
  • $320/SF
  • 38 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 1964

  618 Blairshire Cir, Winter Park, FL 32792

  First time on the market! This one-owner, 3-bedroom, 3-bathroom single-family pool home offers the perfect blend of classic Florida charm and modern potential. Originally named The Polynesia, the home embraces open Florida living while offering distinct zones for privacy and comfort. A brand-new roof (2025) and 2 New HVAC 2024 , BOTH electrical panels 2025, and Water Heater 2025 provides peace of

  Nicole Howell FANNIE HILLMAN & ASSOCIATES

  618 Blairshire Cir, Winter Park, FL 32792
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  /2

  $177,000 Sold Sep 04, 2025

  • 658 Sq Ft
  • $269/SF
  • 75 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1967

  1250 S Denning Dr Unit 108, Winter Park, FL 32789

  This move-in-ready, first-floor condo has been completely updated and is ready for its new owner. Enjoy newer flooring, fresh paint, an in unit washer/dryer, and modern fixtures throughout! Located in a well-maintained community with great amenities, including a pool. Conveniently situated in desirable Winter Park, close to shopping, dining, and major roadways. A great opportunity for homeowners

  Cleve Loveland LOVELAND PROPERTIES

  1250 S Denning Dr Unit 108, Winter Park, FL 32789
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  /2

  $1,245,000 Sold Sep 03, 2025

  • 1,683 Sq Ft
  • $740/SF
  • 4 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1940

  171 Cortland Ave, Winter Park, FL 32789

  Come see this outstanding 15,000 sqft lot surrounded by multi-million dollar homes on one of Winter Parks picturesque tree lined brick streets just a short drive from Park Avenue. This property offers the option of updating and remodeling the existing charming 1,683 sqft 2 bedroom, 2 bath Cottage located on the property or building your dream home in one of the most beautiful residential areas

  Jerry Oller FANNIE HILLMAN & ASSOCIATES

  171 Cortland Ave, Winter Park, FL 32789
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  /2

  $638,250 Sold Sep 02, 2025

  • 1,888 Sq Ft
  • $338/SF
  • 3 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1980

  1536 Golfside Dr, Winter Park, FL 32792

  Welcome Home to your charming abode in Winter Park! This courtyard home is cozy, warm and inviting and waiting for you to make it yours. Well maintained, this home is move in ready! Walk into the foyer and you'll be greeted by cherry wood flooring as you step into the living room with high ceilings, beams, and a cozy fireplace. The living room is perfect for family meals, the dining space is

  Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

  1536 Golfside Dr, Winter Park, FL 32792
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  /2

  $355,000 Sold Sep 02, 2025

  • 1,235 Sq Ft
  • $287/SF
  • 26 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1992

  1117 Park Green Place, Winter Park, FL 32789

  Charming One-Story Townhome in Prime Winter Park Location!Welcome to this adorable detached 3-bedroom, 2-bath townhome with a spacious 2-car garage, tucked away in the heart of Winter Park (32789). Just minutes from Winter Park Village, Fleming’s, and the boutiques and dining of Park Avenue, this home blends low-maintenance living with unbeatable convenience.Step inside to find a

  Kelly Sue Stonebreaker RE/MAX TOWN & COUNTRY REALTY

  1117 Park Green Place, Winter Park, FL 32789
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  /2

  $920,000 Sold Sep 02, 2025

  • 2,265 Sq Ft
  • $406/SF
  • 9 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2024

  1764 Mondrian Cir, Winter Park, FL 32789

  Act quickly—only three units remain! We are excited to introduce a beautiful, brand-new modern brownstone located in the heart of Winter Park, with access to Lake Killarney. Nestled in an exclusive community of 30 contemporary townhomes, each residence is thoughtfully designed with exquisite finishes, expansive storefront-style windows, and 11-foot ceilings that welcome an abundance of natural

  Brian Teach COLDWELL BANKER RESIDENTIAL RE

  1764 Mondrian Cir, Winter Park, FL 32789
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  /2

  $587,000 Sold Sep 02, 2025

  • 1,844 Sq Ft
  • $318/SF
  • 105 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1963

  236 N Ranger Blvd, Winter Park, FL 32792

  - NO HOA - Welcome to this exquisitely designed and fully remodeled block home! As you enter you step into a stunning open layout featuring a FULLY remodeled kitchen with quartz countertops, real oak soft-close cabinetry, and top-tier appliances—including a wine fridge and an induction cooktop with built-in air fryer/oven combo. On the east wing of the home you will have 3 spacious bedrooms and 2

  Ramses Misel Trillos EXP REALTY LLC

  236 N Ranger Blvd, Winter Park, FL 32792
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  /2

  $1,740,000 Sold Aug 29, 2025

  • 2,964 Sq Ft
  • $587/SF
  • 0 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1983

  443 Beloit Ave, Winter Park, FL 32789

  Welcome to the timeless charm of Beloit Avenue, one of Winter Park’s most desired streets. This classic and elegant 3-bedroom, 2.5-bath residence offers nearly 3,000 square feet of thoughtfully designed living all on one level. Just two blocks from Park Avenue and a short stroll to the Winter Park Golf Course, the location is truly unmatched.Inside, high ceilings, detailed crown molding,

  MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  443 Beloit Ave, Winter Park, FL 32789
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  /2

  $510,000 Sold Aug 29, 2025

  • 1,877 Sq Ft
  • $272/SF
  • 6 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1959

  2739 Amsden Rd, Winter Park, FL 32792

  One or more photo(s) has been virtually staged. Multiple offers received - please submit HIGHEST & BEST by THURSDAY, JULY 17th at 5:00 PM. Welcome to the most gorgeous waterfront property in Winter Park for UNDER $500,000! This charming 4 bedroom, 3 bath home is situated on a third of an acre with a stunning pool and water features overlooking a serene water view. The backyard truly must be seen

  D'Anne Mica FANNIE HILLMAN & ASSOCIATES

  2739 Amsden Rd, Winter Park, FL 32792
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  /2

  $1,800,000 Sold Aug 29, 2025

  • 4,155 Sq Ft
  • $433/SF
  • 32 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2006

  1355 Hibiscus Ave, Winter Park, FL 32789

  Welcome to this beautifully crafted 5 bedroom, 5.1 bathroom traditional single-family home offering over 4,100 SF of living space. Ideally located on a tree-lined street with Winter Park’s signature brick roads, this home sits in one of the area’s most sought-after neighborhoods. Just minutes from the Winter Park Racquet Club in the Vias, Park Avenue shops and dining, YMCA, top hospitals, and

  Nadia Moayeri PALMANO GROUP RE BROKERAGE LLC

  1355 Hibiscus Ave, Winter Park, FL 32789
• 

  /2

  $900,000 Sold Aug 29, 2025

  • 2,406 Sq Ft
  • $374/SF
  • 83 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1965

  3011 Temple Trail, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Seller may consider buyer concessions if made in an offer ~ Welcome to this exceptional –FULLY UPGRADED / POOL HOME– in the highly sought-after Dommerich Estates, where timeless style meets modern design on a spacious .31 ACRE CONSERVATION LOT with serene WOODED VIEWS! Major updates set this home apart; enjoy year round outdoor living with a large

  Jennifer Wemert WEMERT GROUP REALTY LLC

  3011 Temple Trail, Winter Park, FL 32789
• 

  /2

  $259,000 Sold Aug 29, 2025

  • 908 Sq Ft
  • $285/SF
  • 76 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1967

  1250 S Denning Dr Unit 111, Winter Park, FL 32789

  LOCATION LOCATION!! Now is your chance to own this STUNNING NEWLY RENOVATED 2 bed / 2 full bath FIRST FLOOR condo in the highly desirable MEAD GARDEN COMMUNITY within WALKING/BIKING DISTANCE to Rollins College and the Park Ave Area! This unit was recently renovated to include it's own DEDICATED LAUNDRY CLOSET! (2024) WASHER/DRYER COMBO INCLUDED! NEW ROOF (2022) NEW WATER HEATER (2024) This

  Alayna Phillips EXP REALTY LLC

  1250 S Denning Dr Unit 111, Winter Park, FL 32789
• 

  /2

  $230,000 Sold Aug 29, 2025

  • 1,026 Sq Ft
  • $224/SF
  • 205 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1972

  1500 Gay Rd Unit 7A, Winter Park, FL 32789

  NEW WINDOWS AND SLIDING GLASS DOOR JUST INSTALLED!!! Discover unparalleled comfort in this stunning 2-bed, 2-bath Condominium, nestled in the sought-after Winter Park community with frontage on Lake Killarney. Immerse yourself in luxury with a sparkling community pool and a host of recent upgrades that include upgraded flooring, kitchen cabinets, counter-tops, bathrooms, and more. Positioned on

  Sean McCartney PRISTINE FLORIDA PROPERTIES LLC

  1500 Gay Rd Unit 7A, Winter Park, FL 32789
• 

  /2

  $468,000 Sold Aug 28, 2025

  • 1,899 Sq Ft
  • $246/SF
  • 8 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  541 London Rd, Winter Park, FL 32792

  Mid-Century Modern vibes in this spacious 3 bedroom, 2 bathroom home with an innovative courtyard design that offers scenic views of the expansive lot from almost every room. The house is nestled under a canopy of mature trees on one of the largest lots in Winter Park Pines. Kitchen and baths are original but recent updates include: ROOF 2019, HVAC 2017, REPLUMBED 2009, GARAGE DOOR REPLACED,

  Christopher Bauman REVEL REALTY LLC

  541 London Rd, Winter Park, FL 32792
• 

  /2

  $1,300,000 Sold Aug 28, 2025

  • 2,303 Sq Ft
  • $564/SF
  • 2 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1957

  1500 Mizell Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. An extraordinary opportunity to own a beautifully renovated home on a prestigious tree-lined street in Winter Park’s 32789. Set on a desirable 13,500 square foot (90 × 150) lot with no HOA and bordering the prestigious Windsong community, this prime property offers the freedom to live comfortably now, expand over time, or build new. This 4-bedroom,

  Lisa Ratanasirintrawoot CHARLES RUTENBERG REALTY ORLANDO

  1500 Mizell Ave, Winter Park, FL 32789
• 

  /2

  $980,000 Sold Aug 28, 2025

  • 2,140 Sq Ft
  • $458/SF
  • 20 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1974

  1610 Chestnut Ave, Winter Park, FL 32789

  Nestled in the desirable Tree Streets of Winter Park, this stunning Mid-Century Modern residence offers timeless style, thoughtful updates, and effortless indoor-outdoor living. With over 2,100 square feet of beautifully designed space, this 3-bedroom, 2.5-bath home delivers modern functionality with elegant character—just minutes from the heart of Park Avenue.Inside, you'll find an open

  Derek Kammerer THE AGENCY ORLANDO

  1610 Chestnut Ave, Winter Park, FL 32789
• 

  /2

  $1,110,000 Sold Aug 26, 2025

  • 2,813 Sq Ft
  • $395/SF
  • 7 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1980

  233 Hampden Place, Winter Park, FL 32789

  Vintage original 5-Bed, 3-Bath pool home with new roof on an estate-size lot adorned with mature landscaping and breathtaking views that overlook a natural wooded area in desirable Virginia Heights. This fabulous property could have a full renovation to make best use of the existing home, or the 16,000+ square foot lot offers the perfect opportunity to build the new home of your dreams and

  Frank Ferrell FERRELL REALTY, INC.

  233 Hampden Place, Winter Park, FL 32789
• 

  /2

  $368,000 Sold Aug 26, 2025

  • 1,674 Sq Ft
  • $220/SF
  • 40 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1960

  3430 Arbutus Ln, Winter Park, FL 32792

  Charming Winter Park Pool Home with Mother-In-Law Suite. Welcome to your own slice of paradise in the heart of Winter Park! This beautifully maintained 4-bedroom, 3-bathroom home offers the perfect blend of comfort, functionality, and Florida living. The main home features 3 spacious bedrooms and 2 full bathrooms, with a bright and open layout that’s ideal for both everyday living and

  Monica Bouyouris URBAN NEST CLUB INC

  3430 Arbutus Ln, Winter Park, FL 32792
• 

  /2

  $610,000 Sold Aug 25, 2025

  • 1,627 Sq Ft
  • $375/SF
  • 162 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1953

  2812 Mulford Ave, Winter Park, FL 32789

  Welcome to 2812 Mulford Avenue. This updated 3 bedroom and 2 bath home is located perfectly in Winter Park. Walking distance to East End Market, close to Rollins College, steps from Baldwin Park, 1 mile from Mills 50 area, and close to Mead Gardens, Leu Gardens and Loch Haven Park. The neighborhood is quiet with low traffic, oversized lots, and NO HOA, yet surrounded by amazing schools, local

  Haley Young SYNCHRONICITY REAL ESTATE SOLUTIONS

  2812 Mulford Ave, Winter Park, FL 32789
• 

  /2

  $1,277,000 Sold Aug 22, 2025

  • 2,595 Sq Ft
  • $492/SF
  • 5 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 2009

  2728 Eastern Pkwy, Winter Park, FL 32789

  Welcome to a truly exceptional residence nestled on a quiet, tree-lined street in one of Winter Park’s most desirable neighborhoods. This custom-built gem offers a blend of elegance, craftsmanship, and resort-style comfort, featuring 3 bedrooms, 3.5 baths, and 2,595 square feet of thoughtfully designed living space. As you enter, you'll be immediately drawn to the tranquil, resort-like ambiance

  Kevin Kelly FANNIE HILLMAN & ASSOCIATES

  2728 Eastern Pkwy, Winter Park, FL 32789

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