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Newest Homes for Sale in Winter Park, FL

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  • /2

    $1,450,000

    • Land
    • 8,276 Sq Ft
    • $7,631,579 per Acre

    120 Broadview Ave, Winter Park, FL 32789

    STUNNING SUNSET VIEWS OF LAKE KILLARNEY FROM THIS CORNER LOT SITUATED ON A SERENE PRIVATE BRICK DEAD END STREET WITH 65 FEET OF LAKE FRONTAGE. BUILD YOUR LAKEFRONT DREAM HOME AND ADD A BOAT DOCK FOR THIS PRIVATE LAKE EXPERIENCE. THIS IS A RARE FIND IN WINTER PARK. SELLER IS ALSO OFFERING TO EXTEND CURRENT LOT TO INCLUDE AN ADDITIONAL 40 X 65 FROM BACK LOT LINE. THIS ADDED LAND BRINGS THE LOT SIZE

    David Murray PROMAX PROPERTY SOLUTIONS

    120 Broadview Ave, Winter Park, FL 32789
  • /34

    $750,000

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    300 Carolina Ave Unit 402C, Winter Park, FL 32789

    Virtually Staged. Welcome to Park West Condominiums — one of Winter Park’s most coveted and rarely available condominium communities, ideally located just one block from the boutiques, dining, and charm of Park Avenue. This unique 4th floor residence offers an exceptional combination of space, privacy, and potential. Featuring 3 bedrooms and 2 bathrooms, the expansive floor plan has been enlarged

    Erin Baker FANNIE HILLMAN & ASSOCIATES

    300 Carolina Ave Unit 402C, Winter Park, FL 32789
  • /20

    $225,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,173 Sq Ft

    2503 Tahoe Cir, Winter Park, FL 32792

    This charming one story condo is located in the desirable Cedarwood Village. This unique home boasts an open layout that is different from many others in the community. The home showcases engineered hardwood floors, skylights and wonderful natural light. The kitchen provides ample cabinet space, granite counters, built-in wine rack and beautiful custom tile work. The kitchen overlooks the dining

    Beth Logullo KELLER WILLIAMS WINTER PARK

    2503 Tahoe Cir, Winter Park, FL 32792
  • /26

    $1,895,000

    Open Sat 1PM - 3PM
    • 3 Beds
    • 3.5 Baths
    • 2,767 Sq Ft

    622 Penn Place, Winter Park, FL 32789

    Located just steps to the Golf Course and Park Avenue, in downtown Winter Park, 622 Penn Place is in the highly sought after Penn Place neighborhood. One of the few homes fronting the park with beautiful views from upper and lower porches, balconies and windows. This home provides the perfect balance of quiet privacy and convenient access to everything. The heart of the home features white

    Doug Addeo COMMUNITY REALTY ASSOCIATES

    622 Penn Place, Winter Park, FL 32789
  • /44

    $989,500

    Open House 8/16
    • 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
  • /22

    $180,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,105 Sq Ft

    2923 Antique Oaks Cir Unit 34, Winter Park, FL 32792

    PRICE IMPROVEMENT! TOP FLOOR CORNER UNIT in the heart of Winter Park! This well-maintained 2-bedroom, 2-bath condo offers spacious living, abundant natural light, and a functional open layout perfect for everyday living or investment potential. Step inside to find a bright and airy living and dining area with sliding glass doors leading to a private screened-in balcony — the perfect spot to relax

    Steven Pugh EXP REALTY LLC

    2923 Antique Oaks Cir Unit 34, Winter Park, FL 32792
  • /42

    $390,000

    • 4 Beds
    • 2 Baths
    • 1,607 Sq Ft

    2512 Eastbrook Blvd, Winter Park, FL 32792

    Welcome to this beautifully maintained 4-bedroom, 2.5-bath home located in highly desirable Seminole County! From the moment you arrive, you'll appreciate the inviting front porch, the perfect place to relax, enjoy conversations with friends, and greet neighbors passing by. Inside, the home features recently painted interiors and new laminate flooring in the bedrooms, creating a fresh and

    Joseph Firmin LPT REALTY, LLC

    2512 Eastbrook Blvd, Winter Park, FL 32792
  • /6

    $2,235,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,150 Sq Ft

    926 Enclave Place, Winter Park, FL 32792

    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 rare opportunity to enjoy a

    Laura Earl CORCORAN PREMIER REALTY

    926 Enclave Place, Winter Park, FL 32792
  • /7

    $2,099,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,865 Sq Ft

    938 Enclave Place, Winter Park, FL 32792

    Pre-Construction. To be built. Welcome to The Enclave, an exclusive boutique community in the heart of Winter Park featuring just 23 thoughtfully crafted residences by FG Schaub Custom Homes. Nestled beneath mature oak canopies and surrounded by lush natural beauty, this private enclave offers the perfect balance of tranquility, sophistication, and walkable convenience. Ideally located just

    Laura Earl CORCORAN PREMIER REALTY

    938 Enclave Place, Winter Park, FL 32792
  • /37

    $639,000

    $56K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,669 Sq Ft

    1707 Harmon Ave, Winter Park, FL 32789

    A timeless blend of historic charm and modern luxury awaits in this beautifully restored 1927 Florida bungalow, nestled in the highly sought-after and peaceful neighborhood of Orwin Manor in Winter Park. Rich in character and thoughtfully updated throughout, this exceptional residence seamlessly combines the elegance of its original architecture with the comfort and sophistication of modern

    Nicole Howell FANNIE HILLMAN & ASSOCIATES

    1707 Harmon Ave, Winter Park, FL 32789
  • /47

    $239,500

    Open Sun 1AM - 4PM $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft

    1500 Gay Rd Unit 17D, Winter Park, FL 32789

    ANOTHER PRICE ADJUSTMENT! BEST VALUE!!!Fantastic Winter Park Location on Lake Killarney. This 2 Bedroom 2 Bath Upstairs Unit has Lake and Pool Views. Spacious Living Spaces and Generously-sized Bedrooms. Unique Updated Kitchen has Sub Zero Refrigerator, Bosch Dishwasher, Solid Surface Counters, unbelievable amount of Storage with Corner Cabinets, Drawers, pull-out Shelving and 3 Tiers of

    Janice Erickson

    REALCOM REAL ESTATE SERVICES INC

    1500 Gay Rd Unit 17D, Winter Park, FL 32789
  • /44

    $6,888,888

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 4,636 Sq Ft

    2661 Vía Tuscany, Winter Park, FL 32789

    Set in the perfect Winter Park location, within exclusive Via Tuscany, this unique, RESILIENT CONSTRUCTION residence built by Developer & Builder Group, offers a rare blend of enduring quality, refined privacy, and effortless sophistication. Showcasing the finest European finishes, premium appliances, and exquisite light fixtures; this home is filled with clear, natural light and fresh air,

    Belinda Moreno The Keyes Company

    2661 Vía Tuscany, Winter Park, FL 32789
  • /26

    $425,000

    • 3 Beds
    • 2.5 Baths
    • 1,907 Sq Ft

    1995 Canny Cove, Winter Park, FL 32792

    Welcome to Grayson Square at Winter Park by Pulte Homes. This interior Springdale II two-story townhome has no direct rear neighbors, features 3 bedrooms, 2 full bathrooms, a powder room, single-car garage, a covered rear lanai, washer, dryer, refrigerator, and window blinds. The spacious first floor with over 9' ceilings is ideal for entertaining, featuring an open concept gathering room, cafe

    Rosemary Siegler KELLER WILLIAMS ELITE PARTNERS III REALTY

    1995 Canny Cove, Winter Park, FL 32792
  • /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
  • /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
  • /39

    $695,000

    $24K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,688 Sq Ft

    2215 Woodcrest Dr, Winter Park, FL 32792

    Virtually Staged. This move-in-ready classic ranch-style pool home offers a relaxed 60’s retro vibe with vaulted ceilings, 4 bedrooms, 2 full bathrooms, and light-filled living spaces. Newer manufactured wood flooring flows throughout the main living spaces, complementing the spacious layout that includes a formal living room, dining area, breakfast nook, and a large free-flowing kitchen designed

    Michael Rains, P.A. ADAIR REALTY INC

    2215 Woodcrest Dr, Winter Park, FL 32792
  • /4

    $2,050,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,813 Sq Ft

    930 Enclave Place, Winter Park, FL 32792

    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 rare opportunity to enjoy a

    Matthew Burks CORCORAN PREMIER REALTY

    930 Enclave Place, Winter Park, FL 32792
  • /49

    $1,599,000

    New Construction Open Sat 12PM - 2PM $66K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,916 Sq Ft

    2430 Chantilly Ave, Winter Park, FL 32789

    Positioned as one of the best values currently available in Winter Park, this exceptional residence designed by renowned architect Gary Hancock is a masterclass in craftsmanship, architecture, and timeless elegance. From the moment you arrive, the home commands attention with a breathtaking facade defined by graceful archways and refined architectural symmetry. Every exterior line and material

    Julie Christensen ONE LUXURY INTERNATIONAL LLC

    2430 Chantilly Ave, Winter Park, FL 32789
  • /4

    $1,899,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,620 Sq Ft

    910 Enclave Place, Winter Park, FL 32792

    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 rare opportunity to enjoy a

    Laura Earl CORCORAN PREMIER REALTY

    910 Enclave Place, Winter Park, FL 32792
  • /9

    $2,460,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,294 Sq Ft

    2228 Howard Dr, Winter Park, FL 32789

    Under Construction. Welcome to 2228 Howard, a designer home that complements the irreplaceable natural beauty surrounding it with a one-of-a-kind façade. This curved street-front home winds around century-old oaks while overlooking Lake Howard, creating the kind of property you will love coming home to. Many rooms inside the home are designed to incorporate the outdoor spaces. These artfully

    Ryan Feely COLEDEV REAL ESTATE LLC

    2228 Howard Dr, Winter Park, FL 32789
  • /27

    $1,249,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,936 Sq Ft

    Winter Park, FL 32789

    Pre-Construction. To be built. NEW CONSTRUCTION! Introducing an exquisite new construction home in Winter Park Grove, Winter Park's newest community! This residence is carefully curated by SGC Development, a highly respected local builder known for their dedication to quality and craftsmanship. This residence combines luxury living with the utmost convenience, located within walking distance to

    Kimberly Griffin RE/MAX EXCLUSIVE COLLECTION

    Winter Park, FL 32789
  • /20

    $172,000

    $3K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 990 Sq Ft

    3243 Forest Oaks Ct Unit 117, Winter Park, FL 32792

    Welcome to this beautifully maintained 2-bedroom, 1.5-bathroom townhouse-style condominium located in the desirable Hidden Oaks Condominium community. This charming unit features a spacious living and dining area with tile flooring throughout the first floor, along with a well-appointed kitchen, breakfast nook, and convenient indoor laundry room. The home has been freshly updated with new

    Jessie Lin SOGO REAL ESTATE SERVICES LLC

    3243 Forest Oaks Ct Unit 117, Winter Park, FL 32792
  • /34

    $745,000

    • 2 Beds
    • 3 Baths
    • 1,440 Sq Ft

    408 Holt Ave, Winter Park, FL 32789

    Rare investment opportunity in the heart of Winter Park/Rollins College area. This turnkey, fully renovated triplex is located within one of Winter Park’s highest-demand rental corridors, just steps from Rollins College, Park Avenue, and Lake Virginia. The property features three separate 1-bedroom, 1-bath units, each with its own private outdoor patio area, positioned on a charming brick street

    Brian Opre THE REAL ESTATE PRINCIPLE, INC

    408 Holt Ave, Winter Park, FL 32789
  • /28

    $1,825,000

    Open Sun 1PM - 3PM $250K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 2,304 Sq Ft

    311 E Morse Blvd Unit 1-3, Winter Park, FL 32789

    Enjoy the Winter Park lifestyle in this beautifully renovated 2-bedroom, 2-bath lakefront condo offering 2,304 square feet in the heart of downtown Winter Park. Located on the second floor of Building 1, this light-filled residence was extensively remodeled in 2023 with an open floor plan and raised ceiling heights that give the home an airy, comfortable feel throughout. The spacious living room

    Megan Cross FANNIE HILLMAN & ASSOCIATES

    311 E Morse Blvd Unit 1-3, Winter Park, FL 32789
  • /31

    $369,900

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 988 Sq Ft

    440 Cambridge Blvd, Winter Park, FL 32789

    **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 to 440 Cambridge Blvd in Winter Park, a charming 2-bedroom, 1-bath home featuring an open floorplan, an additional family room, and inviting indoor-outdoor spaces that offer both comfort and flexibility. Thoughtfully

    Agent Photo

    Thomas Nickley

    KELLER WILLIAMS REALTY AT THE PARKS

    440 Cambridge Blvd, Winter Park, FL 32789
  • /36

    $149,500

    $10K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 678 Sq Ft

    262 Lewfield Cir Unit 262, 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 fixtures 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

    Drew Bishop KELLER WILLIAMS REALTY FT MYER

    262 Lewfield Cir Unit 262, Winter Park, FL 32792
  • /26

    $149,000

    $16K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 645 Sq Ft

    2500 Lee Rd Unit 232, Winter Park, FL 32789

    LAKEFRONT living just steps from the shore of 239-acre, spring-fed Lake Killarney! Welcome to Lakeside Manor and this charming second-floor end-unit condo offering partial lake views, private lake access, and an ideal blend of comfort and convenience.This 1-bedroom, 1-bath unit features a bright and inviting layout with luxury vinyl plank flooring throughout the main living areas,

    Wendy Rodriguez COLDWELL BANKER REALTY

    2500 Lee Rd Unit 232, Winter Park, FL 32789
  • /20

    $289,000

    $6K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    5806 Marble Ct, Winter Park, FL 32792

    Welcome to this well-maintained 2-bedroom, 2-bathroom duplex with a 1-car garage, located in the desirable Seminole County side of Winter Park. This home offers a functional layout with comfortable living spaces, natural light, and a private residential setting perfect for everyday living or investment opportunities.Enjoy a convenient location with easy access to major roads, shopping,

    Yuly Rodriguez DOUGLAS EDMUND REAL ESTATE LLC

    5806 Marble Ct, Winter Park, FL 32792
  • /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
  • /36

    $514,900

    Open Sun 12PM - 2PM $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,627 Sq Ft

    1438 Tierra Cir, Winter Park, FL 32792

    Charming, Fully Renovated Pool Home in Sought-After Winter Park. Welcome to this beautifully updated pool home, ideally located in desirable Winter Park—just minutes from premier shopping, dining, and entertainment, with easy access to major roadways for a seamless commute.From the moment you step inside, you’re greeted by a warm, modern aesthetic that blends comfort with style. To the right,

    Tony Nicolas COLDWELL BANKER REALTY

    1438 Tierra Cir, Winter Park, FL 32792
  • /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
  • /27

    $89,000

    $26K 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
  • /43

    $1,599,000

    • 5 Beds
    • 3.5 Baths
    • 3,028 Sq Ft

    1864 Grinnell Terrace, Winter Park, FL 32789

    Situated in the heart of Winter Park, this custom-built Mediterranean-style estate offers an exquisite living experience that marries timeless architecture with modern innovation. A dramatic grand foyer introduces a residence where every finish has been meticulously curated, from Turkish travertine stone and rich wood flooring to Brizo hardware in Brilliance Polished Gold. At the heart of the

    Robyn Brehne COLDWELL BANKER REALTY

    1864 Grinnell Terrace, Winter Park, FL 32789
  • /42

    $360,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,397 Sq Ft

    3374 Hamlet Loop, Winter Park, FL 32792

    Tucked inside a quiet Winter Park neighborhood, this three-bedroom, two-bath home offers a comfortable layout and a sense of privacy that’s hard to find. No rear neighbors and a tree-lined backyard create a peaceful setting you’ll appreciate every day. The main living area is open and versatile, allowing you to arrange the space in a way that truly fits your lifestyle. The living room and dining

    Agent Photo

    Barrett Spray

    KELLER WILLIAMS ADVANTAGE REALTY

    3374 Hamlet Loop, Winter Park, FL 32792
  • /39

    $1,625,000

    $70K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,640 Sq Ft

    446 Melrose Ave, Winter Park, FL 32789

    A distinctive offering where design, location and performative upgrades come together seamlessly. One of the original modern homes in Winter Park, this iconic residence has been thoughtfully reimagined through a designer-led renovation that emphasizes clean lines, natural light, easy maintenance and high durability. The result is a bright, refined space that balances architectural character with

    Audra Wilks PREMIER SOTHEBY'S INTL. REALTY

    446 Melrose Ave, Winter Park, FL 32789
  • /51

    $995,000

    Open Sat 12PM - 2PM $105K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,916 Sq Ft

    1611 Chestnut Ave, Winter Park, FL 32789

    HUGE PRICE IMPROVEMENT!! BRING ALL OFFERS!! Situated on arguably the finest brick street in Winter Park, beneath a canopy of live oaks, this renovated 4-bedroom, 4-bath home delivers the rarest combination: the soul of an established neighborhood, unique charm and character, and the bones of new construction. Gutted to the studs and rebuilt with intention, every major system is new — every detail

    Olivia Maxwell FANNIE HILLMAN & ASSOCIATES

    1611 Chestnut Ave, Winter Park, FL 32789
  • /42

    $495,900

    $19K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,786 Sq Ft

    525 Ololu Dr, Winter Park, FL 32789

    Back on market. Previous contract was canceled due to buyer circumstances. Seller is motivated and ready to move forward.Fully renovated and carefully reimagined, this 3 bedroom, 3 bath residence in the heart of Winter Park offers a compelling combination of quality, functionality, and long term value. Designed with intention and attention to detail, the property presents a refreshed, modern

    Gisela Rojas CAISSA REALTY INVESTMENT INC

    525 Ololu Dr, Winter Park, FL 32789
  • /37

    $1,185,999

    • 6 Beds
    • 4 Baths
    • 2,282 Sq Ft

    726 N Pennsylvania Ave, Winter Park, FL 32789

    Opportunities like this don’t come around often, this is currently the only duplex available within walking distance of Park Avenue and just minutes from Rollins College, placing it directly in one of the most consistent, high-demand rental pockets in Winter Park. With two 3-bedroom, 2-bathroom units (6 bedrooms total), this property is ideally positioned for strong, stable income. Live in one

    Brandon Geers COMPASS FLORIDA LLC

    726 N Pennsylvania Ave, Winter Park, FL 32789
  • /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
  • /36

    $405,000

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,533 Sq Ft

    3440 Allston Ln, Winter Park, FL 32792

    Exceptional Single-Family Home in Winter Park, FLThis beautifully maintained 3-bedroom, 2.5-bathroom residence offers an impressive open floor plan with elegant laminate flooring throughout, updated just two years ago. The renovated kitchen (2019) features granite countertops and comes fully equipped with all appliances. Major capital improvements include a new roof (2019) and a new HVAC

    Hugo Hernandez EXIT GLOBAL REALTY

    3440 Allston Ln, Winter Park, FL 32792

Showing Results 201 - 240, Page 6 of 9

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