Winter Park, FL Homes for Sale with Pool

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  /35

  $159,000

  $6K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,090 Sq Ft

  3027 Aaron Burr Ave Unit 1, Winter Park, FL 32792

  Step into this beautifully renovated two-story condo offering the perfect blend of modern style and everyday comfort. Featuring 2 spacious bedrooms and 2.5 updated bathrooms, this home has been thoughtfully upgraded from top to bottom. The first floor showcases elegant marble-look tile flooring, creating a sleek and durable living space ideal for both relaxing and entertaining. Upstairs, you’ll

  Rosa Rodriguez STIRLING INTERNATIONAL REAL ES

  3027 Aaron Burr Ave Unit 1, Winter Park, FL 32792
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  /15

  $89,999

  • 1 Bed
  • 1 Bath
  • 638 Sq Ft

  1695 Lee Rd Unit B108, Winter Park, FL 32789

  This charming 1bedroom, 1bathroom condo is a fantastic opportunity for both homeowners and investors. Located in a desirable area close to shopping, restaurants, and everyday conveniences, it offers comfort, convenience, and excellent value.The kitchen comes fully equipped with a refrigerator, stove, dishwasher, and microwave, and the unit also includes a washer and dryer for added

  Brandy Ray LOKATION

  1695 Lee Rd Unit B108, Winter Park, FL 32789
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  /78

  $2,500,000

  • 5 Beds
  • 6 Baths
  • 4,572 Sq Ft

  450 Lakewood Dr, Winter Park, FL 32789

  Sophisticated Lakeside Living in the Heart of Winter Park! Experience the pinnacle of Florida luxury in this meticulously renovated estate, perfectly situated within walking distance of the world-class dining and boutiques of Park Avenue, views of Lake Osceola with easy lake access, with a coveted Winter Park location and top notch schools. This 5-bedroom, 4-full and 2-half-bath pool home

  Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

  450 Lakewood Dr, Winter Park, FL 32789
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  /38

  $848,949

  $1K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 2,832 Sq Ft

  724 Monmouth Way, Winter Park, FL 32792

  LIGHTING FAST RESPONSE - FULLY RENOVATED 5-BEDROOM, 4-BATH WINTER PARK ESTATEWelcome to 724 Monmouth Way, a beautifully reimagined five-bedroom, four-bath estate designed for comfortable family living, elegant entertaining, and everyday luxury. Renovated in 2026, this spacious home features thoughtfully separated bedroom wings, impressive living areas, abundant natural light, and designer

  Cardiff Howell CENTRAL TOWER PROPERTIES

  724 Monmouth Way, Winter Park, FL 32792
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  /27

  $164,999

  • 1 Bed
  • 1 Bath
  • 793 Sq Ft

  200 Saint Andrews Blvd Unit 704, Winter Park, FL 32792

  Excellent opportunity in the heart of Central Florida! Welcome to this charming 1-bedroom, 1-full-bath condominium located in the desirable Four Seasons Condominiums of Winter Park. Step inside to a spacious living area that flows seamlessly into the dining and kitchen spaces, creating a comfortable and functional layout perfect for everyday living or entertaining. The primary bedroom features a

  Veronica Figueroa EXP REALTY LLC

  200 Saint Andrews Blvd Unit 704, Winter Park, FL 32792
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  /89

  $8,950,000

  • 7 Beds
  • 11 Baths
  • 11,255 Sq Ft

  1120 Preserve Point Dr, Winter Park, FL 32789

  In the exclusive community of Windsong on Lake Berry, this magnificent 1.6-acre gated Mediterranean estate is a private oasis. With over 11,000 square feet of living area and a beautifully landscaped lakefront lot, this residence offers an exceptional blend of elegance, charm and privacy rarely found in Winter Park. The home features seven spacious bedrooms and nine full and two half baths.

  Hal George PREMIER SOTHEBY'S INTL. REALTY

  1120 Preserve Point Dr, Winter Park, FL 32789
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  /77

  $1,799,999

  $150K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 4,288 Sq Ft

  4469 Old Bear Run, Winter Park, FL 32792

  Private, gated lakefront living on Bear Gully Lake one of Winter Park’s most desirable spring-fed ski lakes. Set on an expansive 137-acre body of water, this custom residence offers a rare combination of privacy, scale, and true Florida waterfront lifestyle. A circular driveway behind a private gate welcomes you to a thoughtfully renovated home designed to capture sweeping lake views. Bear Gully

  Keigan Lewis LPT REALTY, LLC

  4469 Old Bear Run, Winter Park, FL 32792
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  /39

  $2,250,000

  New Construction Open Sat 10AM - 1PM

  • 5 Beds
  • 4.5 Baths
  • 2,889 Sq Ft

  240 N Phelps Ave, Winter Park, FL 32789

  A striking expression of modern luxury, this brand-new residence offers nearly 3,000 square feet of thoughtfully designed living space in one of Winter Park's most desirable locations. From the moment you step inside, a dramatic two-story foyer and soaring ceilings set the tone for a home that seamlessly blends sophisticated design with everyday comfort. The open-concept living areas are filled

  Nickolas McKee KELLER WILLIAMS WINTER PARK

  240 N Phelps Ave, Winter Park, FL 32789
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  /70

  $3,500,000

  New Construction

  • 5 Beds
  • 6.5 Baths
  • 4,168 Sq Ft

  1836 Whitehall Dr, Winter Park, FL 32789

  Experience resort-style living at 1836 Whitehall Drive! Inspired by the warm breeze and seaside elegance of a tranquil island paradise, this new custom home by Urban Perch, A Boutique Home Builder, offers a timeless front elevation, exquisite finishes inside and out, and unobstructed views of the beautiful outdoors from almost every room. Totaling 4,168 square feet, this five-bedroom, five-bath

  Bianca Rey PREMIER SOTHEBY'S INTL. REALTY

  1836 Whitehall Dr, Winter Park, FL 32789
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  /3

  $2,125,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,797 Sq Ft

  950 Enclave Place, Winter Park, FL 32792

  Pre-Construction. To be built. Discover refined modern living in The Enclave, an exclusive boutique community in the heart of Winter Park featuring just 23 custom residences by FG Schaub Custom Homes. Tucked beneath mature oak canopies and surrounded by lush natural beauty, this intimate neighborhood offers a rare blend of privacy, walkability, and timeless architectural design. Ideally located

  Laura Earl CORCORAN PREMIER REALTY

  950 Enclave Place, Winter Park, FL 32792
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  /28

  $569,000

  $20K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,709 Sq Ft

  2803 Riddle Dr, Winter Park, FL 32789

  Life in Winter Park is about more than just where you live—it's about how you live. At 2803 Riddle Drive, that lifestyle comes together with an inviting open floor plan, a private full fenced backyard with a pool designed for year-round enjoyment, and a location that's just minutes from everything that makes Winter Park one of Central Florida's most desirable communities.The heart of the home

  Allie George CORCORAN PREMIER REALTY

  2803 Riddle Dr, Winter Park, FL 32789
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  /24

  $3,300,000

  New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,421 Sq Ft

  1627 Mizell Ave, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. Under Construction. Under construction. Experience approachable luxury combined with wellness-focused living in this newly crafted masterpiece by Urban Perch, a boutique home builder. In downtown Winter Park, this stunning new construction home offers 3,421 square feet of elegant, efficient living area. The primary residence features four bedrooms

  Bianca Rey PREMIER SOTHEBY'S INTL. REALTY

  1627 Mizell Ave, Winter Park, FL 32789
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  /42

  $279,900

  • 2 Beds
  • 2 Baths
  • 1,295 Sq Ft

  2305 Sun Valley Cir, Winter Park, FL 32792

  Beautifully renovated 2 bedroom, 2 bathroom condo at 2305 Sun Valley in Winter Park, offering a fresh modern design and thoughtful updates throughout. The fully redesigned kitchen features sleek cabinetry, quartz countertops, GE stainless steel appliances, a marble tile backsplash, abundant storage, recessed lighting, and a clean open feel that connects seamlessly to the main living areas.

  Ryan Barnett MARKET CONNECT REALTY LLC

  2305 Sun Valley Cir, Winter Park, FL 32792
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  /66

  $1,849,900

  Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,036 Sq Ft

  318 Vitoria Ave, Winter Park, FL 32789

  **Third, Fifth, and Sixth MLS photo's are virtually rendered showing the potential of an off white painted exterior if painted**A rare opportunity to own a piece of Winter Park history in the coveted College Quarter. Built in 1922 and recognized as a designated historic residence, 318 Vitoria Avenue is a distinctive Mission Revival home offering timeless architecture, remarkable craftsmanship,

  Justin McCarthy FANNIE HILLMAN & ASSOCIATES

  318 Vitoria Ave, Winter Park, FL 32789
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  /25

  $3,500,000

  • 4 Beds
  • 3.5 Baths
  • 4,036 Sq Ft

  2240 Venetian Way, Winter Park, FL 32789

  Virtually Staged. Positioned on a quiet canal, this exceptional property features a covered boat dock with lift, offering effortless access to the renowned Winter Park Chain of Lakes. This home, built by Liberty Development, with 4-bedrooms plus two bonus rooms blends elegance with comfortable everyday living. The main level offers a dedicated office area, formal dining room, and an inviting

  Johnny Hurlburt COLDWELL BANKER REALTY

  2240 Venetian Way, Winter Park, FL 32789
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  /36

  $675,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  433 Gilbert Rd, Winter Park, FL 32792

  Welcome to this beautifully updated three-bedroom, two-bathroom pool home offering nearly 1,800 square feet of thoughtfully designed living space on a spacious lot backing to a peaceful conservation easement. Featuring separate living and family rooms, a remodeled kitchen, and an exceptional outdoor retreat, this inviting home is perfectly designed for both everyday living and entertaining. From

  Amy Turner KELLER WILLIAMS WINTER PARK

  433 Gilbert Rd, Winter Park, FL 32792
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  /44

  $989,500

  • 1 Bed
  • 1.5 Baths
  • 1,109 Sq Ft

  269 E Canton Ave Unit 269, Winter Park, FL 32789

  Winterset is celebrated for its boutique scale, mature landscaping, and timeless Winter Park character. Residents enjoy glimpses of Lake Osceola, tranquil surroundings beneath stately oaks, and the privilege of living in a community where privacy and exclusivity are paramount. This fully remodeled Penthouse Suite's location is unmatched—one block to Park Avenue, offering effortless access to fine

  Catherine Williams COLDWELL BANKER REALTY

  269 E Canton Ave Unit 269, Winter Park, FL 32789
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  /13

  $138,000

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 796 Sq Ft

  1000 S Semoran Blvd Unit 306, Winter Park, FL 32792

  Virtually Staged. Great for INVESTORS!..instant rent upon closing, start collecting the day after closing!!..Also can be great Spacious Other units currently available in same complex Great starter home../ ONE bedroom condo in Golfside Villas located in the heart of Winter Park. Great location for travel to Winter Park, Full Sail, UCF and/or the airport. Low HOA fees that cover all exterior

  Scott Butts KIMBRIDGE REALTY, LLC

  1000 S Semoran Blvd Unit 306, Winter Park, FL 32792
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  /3

  $2,175,000

  New Construction

  • 5 Beds
  • 4.5 Baths
  • 3,989 Sq Ft

  946 Enclave Place, Winter Park, FL 32792

  Pre-Construction. To be built. Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a

  Matthew Burks CORCORAN PREMIER REALTY

  946 Enclave Place, Winter Park, FL 32792
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  /13

  $290,000

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,803 Sq Ft

  2487 Harbour Way, Winter Park, FL 32792

  Welcome to 2487 Harbour Way, a spacious single-story townhome offering 3 bedrooms, 3 full bathrooms, and 1,803 square feet of comfortable living space. The practical layout features inviting living and dining areas, a well-equipped kitchen, central air, and a walk-in closet. Outside, garden space, lighting, and sidewalks add to the home's appeal. Enjoy a low-maintenance lifestyle in Windward

  Joel Garay LOKATION

  2487 Harbour Way, Winter Park, FL 32792
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  /38

  $385,000

  $10K PRICE INCREASE

  • 4 Beds
  • 2 Baths
  • 1,240 Sq Ft

  885 Carnation Dr, Winter Park, FL 32792

  Beautifully updated 4-bedroom, 2-bath pool home in Winter Park offering modern upgrades and flexible living space. The home features new tile flooring throughout, a fully renovated kitchen with a stunning waterfall quartz island, and two beautifully remodeled bathrooms. The garage has been updated with new flooring and a new garage door.Major improvements include a new roof (2024), new A/C

  Tashania Brown RADIUS REALTY GROUP LLC

  885 Carnation Dr, Winter Park, FL 32792
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  /75

  $6,000,000

  • 5 Beds
  • 8 Baths
  • 7,397 Sq Ft

  1571 Woodland Ave, Winter Park, FL 32789

  Experience timeless elegance and deliberate craftsmanship in the heart of prestigious Winter Park. This one-of-a-kind exceptional estate offers more than 7,300 square feet across three beautifully designed levels, blendingrefined luxury with modern comfort.Rich architectural details include solid red oak flooring with a walnut finish, nearly 10-foot ceilings, stackedcrown

  Vonda Fields CHARLES RUTENBERG REALTY ORLANDO

  1571 Woodland Ave, Winter Park, FL 32789
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  /85

  $4,285,000

  Open Sat 12PM - 2PM

  • 4 Beds
  • 5.5 Baths
  • 4,066 Sq Ft

  1441 Cardinal Ct, Winter Park, FL 32789

  Beautifully built in 2022 by Lonnie Richardson, this custom one-story home sits on a quiet cul-de-sac in the heart of Winter Park. Designed with a modern, timeless style, it offers luxury finishes paired with a warm, comfortable feel. The home features 4,060 square feet, including four en-suite bedrooms, five full bathrooms, a powder bath, and a bonus room with a built-in office. The spacious

  Damian Bergler CHARLES RUTENBERG REALTY ORLANDO

  1441 Cardinal Ct, Winter Park, FL 32789
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  /12

  $1,750,000

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,350 Sq Ft

  1840 Anzle Ave, Winter Park, FL 32789

  Under Construction. NEW CONSTRUCTION – Under Construction. Welcome to Winter Park! This stunning modern residence is meticulously designed and ideally located near everything. This beautifully crafted home features 4 bedrooms, 2.5 bathrooms, and 2,350 square feet of living space, plus an additional 1,247 square feet of terraces and lanai. The open-concept kitchen showcases quartz countertops,

  Oscar Rodriguez B LIVE COMMERCIAL AND RESIDENT

  1840 Anzle Ave, Winter Park, FL 32789
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  /21

  $230,000

  • 2 Beds
  • 1.5 Baths
  • 1,219 Sq Ft

  200 Saint Andrews Blvd Unit 2904, Winter Park, FL 32792

  WHAT A GEM! Tucked away in a private, sought after community and so conveniently located in breathtaking Winter Park. Here’s a beautifully maintained, upgraded and move-in ready home. With 2 large bedrooms and 1.5 bathrooms, this unit spans 1,219 square feet, providing an ideal space for cozy living. Enjoy the benefits of a peaceful and friendly community, with well-manicured grounds and a

  Sharon Mikol MAINFRAME REAL ESTATE

  200 Saint Andrews Blvd Unit 2904, Winter Park, FL 32792
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  /24

  $175,000

  $15K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,031 Sq Ft

  7327 Forest Hill Ct Unit 223, Winter Park, FL 32792

  Looking for the perfect starter home or great little rental. This townhhouse-style condo with 2 master suites. With granite countertop on kitchen. Open floor plan, inside laundry closet off the dinette. Tile flooring downstairs and carpet up, additional exterior storage room and fenced in patio. garbage. Hidden Oaks community features community pool & fenced playground area. Zoned for Winter Park

  Leda Vaz M L VAZ REALTY INC

  7327 Forest Hill Ct Unit 223, Winter Park, FL 32792
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  /15

  $199,000

  $29K PRICE INCREASE

  • 2 Beds
  • 1.5 Baths
  • 1,393 Sq Ft

  7471 Canford Ct Unit 19, Winter Park, FL 32792

  One of the lowest-priced homes in Winter Park with nearly 1,400 square feet, a private carport, screened balcony, community pool, and easy access to UCF, Full Sail, Rollins, Valencia East, Orlando International Airport, and downtown Orlando! The monthly HOA covers many exterior maintenance items so you can enjoy low-maintenance living.This 2 bedroom, 1.5 bathroom condo features a townhome style

  Karen Salter IAD REAL ESTATE

  7471 Canford Ct Unit 19, Winter Park, FL 32792
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  /15

  $149,500

  $10K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 678 Sq Ft

  262 Lewfield Cir, Winter Park, FL 32792

  Walk into this freshly painted, pool view unit. Updates include new vinyl plank flooring throughout, new lighting, window coverings and a new tub/shower in the bathroom! Residents enjoy access to two pools, lighted tennis courts, fitness center, car care facilities and a clubhouse. The clubhouse can be rented for hosted gatherings. There is a free on-site laundry facility. Location is everything

  Carl Buck Keller Williams Realty Fort Myers and the Islands

  262 Lewfield Cir, Winter Park, FL 32792
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  /23

  $399,000

  $16K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,122 Sq Ft

  1092 Eastbrook Blvd, Winter Park, FL 32792

  Remodeled pool home located in the highly sought after desirable Winter Park school district. This property has a.27 acre corner lot with room to expand and a pool/spa perfect for relaxing or entertaining guest.Inside the living room features vaulted ceilings that create a bright open feeling and a huge screened in patio for outdoor entertaining. The bathrooms have been beautifully remodeled,

  Eva Firios JC FLORIDA REALTY LLC

  1092 Eastbrook Blvd, Winter Park, FL 32792
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  /38

  $598,000

  $51K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,539 Sq Ft

  2758 Banchory Rd, Winter Park, FL 32792

  Charming Pool Home in Prime Winter Park Location Welcome to 2758 Banchory Road — a true gem nestled in the heart of the desirable Winter Park Pines community. This beautifully maintained 3-bedroom, 2-bath ranch-style home offers the ideal combination of comfort, privacy, and location. With a private swimming pool, lush landscaping, and no direct front neighbors on a quiet cul-de-sac street, this

  Erwin Vargas MR VARGAS PROPERTY MANAGEMENT LLC

  2758 Banchory Rd, Winter Park, FL 32792
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  /45

  $3,390,000

  New Construction Open Sat 12PM - 2PM $505K PRICE DROP

  • 5 Beds
  • 7 Baths
  • 4,520 Sq Ft

  1751 Glencoe Rd, Winter Park, FL 32789

  Nestled just moments from the boutiques and cafés on Park Avenue, this newly completed masterpiece redefines Winter Park luxury living. Perfectly positioned on an expansive 0.30-acre lot, this residence captures attention from the moment you arrive, with its striking architectural details, a sweeping driveway, and detached garage that together set a tone of timeless sophistication. Inside,

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  1751 Glencoe Rd, Winter Park, FL 32789
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  /10

  $1,600,000

  • 4 Beds
  • 3.5 Baths
  • 2,568 Sq Ft

  250 Killarney Dr, Winter Park, FL 32789

  This home is an adorable 4 Bed 3.5 Bath Home in the heart of Winter Park. You will feel right at home the moment you step in. lovely kitchen showcases gorgeous cabinets, stainless steel appliances, ample amount of cabinetry and counter space, and a breakfast bar, great for entertaining family and friends. Open floor plan. Home features a separate dining area off the kitchen. Spacious living space

  Nancy Rossman FLORIDA PROPERTY SPECIALIST

  250 Killarney Dr, Winter Park, FL 32789
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  /38

  $3,235,000

  New Construction $260K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 3,863 Sq Ft

  1821 Englewood Rd, Winter Park, FL 32789

  This stunning new contemporary residence, a five-bedroom, five-and-a-half bath home by the renowned Rex-Tibbs Development, a custom builder for over 40 years, continues to set the standard for luxury living. Perfectly situated on a premium, quiet, charming brick street, the home blends clean architectural lines with timeless finishes and thoughtful design details. An elegant foyer immediately

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1821 Englewood Rd, Winter Park, FL 32789
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  /15

  $115,000

  • 1 Bed
  • 1 Bath
  • 796 Sq Ft

  1000 S Semoran Blvd Unit 302, Winter Park, FL 32792

  Virtually Staged. ***Welcome to this exceptionally well-maintained 1-bedroom, 1-bathroom condominium ideally located in Winter Park! Lovingly cared for by its longtime owner, this home offers a wonderful combination of comfort, functionality, and convenience. *WASHER AND DRYER LOCATED IN UNIT* Inside, you'll find a spacious, thoughtfully designed layout featuring a generous living area, an

  Amaal Barakat KELLER WILLIAMS ADVANTAGE III

  1000 S Semoran Blvd Unit 302, Winter Park, FL 32792
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  /67

  $1,695,000

  $55K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,174 Sq Ft

  1420 Magnolia Ave, Winter Park, FL 32789

  On a picturesque brick street in Winter Park, this beautifully designed modern traditional pool home blends timeless architecture with thoughtful, high-end finishes throughout. Built in 2015 and offering over 3,100 square feet, the home features four bedrooms, three full baths, and a flexible three-story layout designed for everyday living and effortless entertaining. A welcoming front porch

  Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

  1420 Magnolia Ave, Winter Park, FL 32789
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  /27

  $95,000

  $20K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 638 Sq Ft

  1695 Lee Rd Unit B210, Winter Park, FL 32789

  This great second floor one bedroom 1 bath condo is in the quiet community of Waterfall Cove just off LeeRoad and 17-92 intersection. Conveniently located walking distance from shopping, dining, and Winter Park Village. Close to Park Avenue,Maitland 's Lake Lilly Park with the Farmer's Market and to Rollins College. Easy I-4 access. Open floor plan, walk in closet, and stack-able washer and

  giuseppina moriconi GM SUNSHINE REALTY LLC

  1695 Lee Rd Unit B210, Winter Park, FL 32789
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  /52

  $224,999

  $35K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 956 Sq Ft

  2500 Lee Rd Unit 202, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. MILLIONAIRE LIFESTYLE HIDDEN GEM • LAKE ACCESS • 2 BED / 2 BATH CONDO ON LAKE KILLARNEY • PRIME WINTER PARK LOCATION • LOW HOA Outstanding Opportunity to live the Florida Lifestyle in your private walkable Lakefront Enclave. Includes Direct Lake Access, Private Dock, Loungers and seating, Picnic areas and landscaping, Boat Slip, and a Private Pool &

  Alison Maltby THE ANDERSON GROUP & CO PL

  2500 Lee Rd Unit 202, Winter Park, FL 32789
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  /58

  $1,995,000

  Open Sun 11AM - 2PM $200K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,450 Sq Ft

  1398 Grove Terrace, Winter Park, FL 32789

  Welcome to your private slice of paradise, perfectly positioned on a charming brick-lined street in the heart of historic Winter Park. This custom-built estate exudes casual elegance from the moment you step through the grand double door entry, where soaring 12-foot ceilings, rich architectural details, and exceptional craftsmanship immediately set the tone. Thoughtfully designed with a

  Liz Jones ORANGE SLICE PROPERTIES

  1398 Grove Terrace, Winter Park, FL 32789
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  /27

  $284,900

  $45K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 482 Sq Ft

  311 E Morse Blvd Unit 7-19, Winter Park, FL 32789

  One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Welcome to an exceptional opportunity to own a beautifully maintained, move-in ready third-floor corner residence in Whispering Waters—one of Winter Park's most sought-after 55+ communities. Perfectly positioned adjacent to Lake Osceola and just steps from iconic Park Avenue, this rare offering places

  Mathew Kelly TURN-KEY MOVES REALTY

  311 E Morse Blvd Unit 7-19, Winter Park, FL 32789
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  /72

  $5,600,000

  Open Sat 12PM - 2PM

  • 5 Beds
  • 5.5 Baths
  • 5,152 Sq Ft

  2228 Azalea Place, Winter Park, FL 32789

  This elegant transitional French Provincial residence was the feature home in the Orlando Museum of Art's 2022 "mystery home tour" and is located on a large, elevated corner lot in a quiet and secluded area in the Via’s of Winter Park. This residence has been significantly enhanced inside and out by the current owner. The home features 5,200 square feet of living space and 800+ square feet of

  Quentin Green COMPASS FLORIDA LLC

  2228 Azalea Place, Winter Park, FL 32789

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