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Pet-Friendly Homes for Rent in Winter Park, FL

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  • /7

    $2,083 Per Month

    • 3 Beds
    • 2 Baths
    • 1,197 Sq Ft
    • House for Rent

    3321 Royal St, Winter Park, FL 32792

    Property Id: 2821609 Welcome to 3321 Royal Street in Winter Park! This beautifully updated 3-bedroom, 2-bathroom home offers approximately 1,197 sq. ft. of comfortable living space. Features include a spacious family room, durable tile and luxury vinyl flooring, central air conditioning, a 1-car attached garage with laundry area, and a large fully fenced backyard with a screened-in patio.

    3321 Royal St, Winter Park, FL 32792
  • /13

    $1,675 Per Month

    • 1 Bed
    • 1 Bath
    • 835 Sq Ft
    • Condo for Rent

    200 St Andrews Blvd Unit 316, Winter Park, FL 32792

    Property Id: 2751801 Beautiful 1-Bedroom Condo for Rent in Winter Park Available Now! Enjoy comfortable living in this beautiful 1-bedroom, 1-bathroom condo located in the highly desirable Four Seasons Condominium Community in Winter Park. Conveniently situated at 200 St. Andrews Blvd, Winter Park, FL 32792, this condo offers an unbeatable location just minutes from

    200 St Andrews Blvd Unit 316, Winter Park, FL 32792
  • /20

    $1,895 Per Month

    • 2 Beds
    • 2 Baths
    • 1,098 Sq Ft
    • Townhouse for Rent

    162 Moyses Rd, Winter Park, FL 32792

    Property Id: 2563758 Be the first to live in this beautifully renovated home that has been completely remodeled from top to bottom! Everything is brand new, giving you the feel of moving into a new home with modern finishes throughout. This home features 2 spacious bedrooms and 1 full bathroom upstairs, creating a private and comfortable living space. The first floor offers an open

    162 Moyses Rd, Winter Park, FL 32792
  • /16

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,277 Sq Ft
    • House for Rent

    2866 Euston Rd, Winter Park, FL 32789

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening!Take advantage of the incredible location,

    2866 Euston Rd, Winter Park, FL 32789
  • /19

    $2,245 Per Month

    • 3 Beds
    • 2 Baths
    • 1,359 Sq Ft
    • House for Rent

    7418 Antietam Ct E, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2389.90. That covers your base rent, $2245.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    7418 Antietam Ct E, Winter Park, FL 32792
  • /20

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft
    • Condo for Rent

    151 N Orlando Ave Unit 207, Winter Park, FL 32789

    Welcome to your future home in the heart of Winter Park, located in the desirable Maitland district! This charming property offers a comfortable and convenient lifestyle, with easy access to an array of amenities and attractions.Experience the ease of living with central heating and cooling, complemented by air conditioning and ceiling fans for your comfort throughout the year. This

    151 N Orlando Ave Unit 207, Winter Park, FL 32789
  • /19

    $1,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,060 Sq Ft
    • House for Rent

    2772 Prism Point, Winter Park, FL 32792

    Property Id: 2809706 Townhouse duplex for rent, very private culdesac. Two bedroom, 1 1/2 bath. All tiled except carpet on stairs… galley kitchen, stainless appliances, huge laundry room. Balcony off master bedroom Beautifully maintained all lawn care included. Sprinkler system…fence yard… cats ok Dogs ok must be under 25 pounds. Carport

    2772 Prism Point, Winter Park, FL 32792
  • /20

    $4,530

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 990 Sq Ft
    • Condo for Rent

    2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789

    The advertised rate of $4,530/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 14, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789
  • /13

    $2,715

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 882 Sq Ft
    • Condo for Rent

    662 Callahan St Unit SI ID1545989P, Winter Park, FL 32789

    The advertised rate of $2,716/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 25, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    662 Callahan St Unit SI ID1545989P, Winter Park, FL 32789
  • /20

    $2,435 Per Month

    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft
    • House for Rent

    4040 Waterview Loop, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2579.90. That covers your base rent, $2435.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    4040 Waterview Loop, Winter Park, FL 32792
  • /20

    $1,730 Per Month

    • 2 Beds
    • 2 Baths
    • 1,037 Sq Ft
    • Condo for Rent

    659 Montego Bay Ct, Winter Park, FL 32792

    WINTER PARK VILLAS — 2-BEDROOM CONDO | $1,000 MOVE-IN CREDIT + WATER INCLUDED!$1,730/month • 2 Bedrooms • 2 Full Bathrooms • 1,037 Sq. Ft. LIMITED-TIME MOVE-IN SPECIALReceive a $1,000 MOVE-IN CREDIT with an approved 12-month lease! WATER INCLUDED IN RENT!No separate monthly water bill — water is included in your rent.Welcome to this charming

    659 Montego Bay Ct, Winter Park, FL 32792
  • /20

    $4,530

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 990 Sq Ft
    • Condo for Rent

    2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789

    The advertised rate of $4,530/month is the lowest available price, based on a 30 day(s) stay with a move-in date of January 14, 2027.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    2007 Cornell Ave Unit SI ID1032296P, Winter Park, FL 32789
  • /13

    $2,715

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 882 Sq Ft
    • Condo for Rent

    662 Callahan St Unit SI ID1545989P, Winter Park, FL 32789

    The advertised rate of $2,716/month is the lowest available price, based on a 1 month(s) stay with a move-in date of November 25, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    662 Callahan St Unit SI ID1545989P, Winter Park, FL 32789
  • /20

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 710 Sq Ft
    • Condo for Rent

    151 N Orlando Ave Unit 207, Winter Park, FL 32789

    Welcome to your future home in the heart of Winter Park, located in the desirable Maitland district! This charming property offers a comfortable and convenient lifestyle, with easy access to an array of amenities and attractions.Experience the ease of living with central heating and cooling, complemented by air conditioning and ceiling fans for your comfort throughout the year. This

    151 N Orlando Ave Unit 207, Winter Park, FL 32789
  • /16

    $2,360 Per Month

    • 3 Beds
    • 2 Baths
    • 1,384 Sq Ft
    • House for Rent

    3016 Village Hill Place, Winter Park, FL 32792

    Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected.Interested in this home? You clearly have exceptional taste. This charming 3.0-bedroom, 2.0-bathroom home is not only pet-friendly, but also equipped with smart home features to make everyday life more convenient and

    3016 Village Hill Place, Winter Park, FL 32792
  • /20

    $2,395 Per Month

    • 5 Beds
    • 2 Baths
    • 1,600 Sq Ft
    • House for Rent

    3628 Datura Ct, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2539.90. That covers your base rent, $2395.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    3628 Datura Ct, Winter Park, FL 32792
  • /15

    $3,140 Per Month

    • 4 Beds
    • 2 Baths
    • 2,218 Sq Ft
    • House for Rent

    7039 Pecan Ct, Winter Park, FL 32792

    Apply now or schedule your self-tour today and take the first step toward getting more than just a place to live. Rent with FirstKey Homes for a home that's right for you, plus professional service and maintenance, innovative resident programs, and more; that's the power of purple! This 4-bedroom, 2-bathroom rental home in Winter Park, FL, has a lot to offer; does it check all your boxes?

    7039 Pecan Ct, Winter Park, FL 32792
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    $2,210 Per Month

    • 3 Beds
    • 2 Baths
    • 1,285 Sq Ft
    • House for Rent

    1710 Puritan Ave, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2354.90. That covers your base rent, $2210.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    1710 Puritan Ave, Winter Park, FL 32792
  • /19

    $3,590 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,806 Sq Ft
    • Townhouse for Rent

    5489 Baldwin Park St, Orlando, FL 32814

    Property Id: 2714618 Stunning 2-story townhome located in the highly desirable Baldwin Park community in Orlando. This elegant property features 3 spacious bedrooms, 2.5 bathrooms, and approximately 1,800 sq ft of living space, offering a well-designed and functional layout. The first floor showcases an open-concept design with combined living and dining areas, perfect for entertaining,

    5489 Baldwin Park St, Orlando, FL 32814
  • /7

    $1,900

    Total Monthly Price

    • 2 Beds
    • 2 Baths
    • 1,158 Sq Ft
    • Townhouse for Rent

    622 St Johns Ct, Winter Park, FL 32792

    BRAND NEW LAMINATE FLOORING, FIREPLACE, ACROSS TENNIS COURT, COMMUNITY POOL, PARKING IN FRONT, RANGE, DISPOSAL, REFRIGERATOR, DISHWASHER, MICROWAVE, NEW CENTRAL AC UNIT, WALK IN CLOSETS, DEN, WASHER/DRYER HOOKUPS

    622 St Johns Ct, Winter Park, FL 32792
  • /6

    $1,950

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 989 Sq Ft
    • Townhouse for Rent

    2399 Antilles Dr, Winter Park, FL 32792

    Beautifully updated 2 bedroom / 1 bath townhome in Casselberry.? Updated kitchen? Freshly painted? Washer/Dryer? Large fenced backyard? 2 community pools? Pet friendly (under 50lbs)Minutes to Full Sail, AdventHealth Winter Park, UCF, shopping & restaurants.

    2399 Antilles Dr, Winter Park, FL 32792
  • /10

    $1,245

    Total Monthly Price

    • Studio - 1 Bed
    • 1 Bath
    • 615 Sq Ft
    • Condo for Rent

    2037 Linden Rd, Winter Park, FL 32792

    Mother in law suite 1 bd /1 bath 613 Sqf Nice neighborhood, washer and dryer. Parking Garage Cable, internet, Electricity. Include in the rent Not Smoking. Small pet. Cat. Independent Entrance Door

    2037 Linden Rd, Winter Park, FL 32792
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    $1,850

    Total Monthly Price

    • 2 Beds
    • 2.5 Baths
    • 1,100 Sq Ft
    • Condo for Rent

    2924 Antique Oaks Cir Unit 48, Winter Park, FL 32792

    Close to Park Avenue Winter Park Restaurants and shopping near UCF and Full sail University also Rollins Colllege, Great Public schools. Close to the Orlando Airport and 30 minutes from Disney World and Universal Studios.

    2924 Antique Oaks Cir Unit 48, Winter Park, FL 32792
  • /10

    $1,245

    Total Monthly Price

    • Studio - 1 Bed
    • 1 Bath
    • 615 Sq Ft
    • Condo for Rent

    2037 Linden Rd, Winter Park, FL 32792

    Mother in law suite 1 bd /1 bath 613 Sqf Nice neighborhood, washer and dryer. Parking Garage Cable, internet, Electricity. Include in the rent Not Smoking. Small pet. Cat. Independent Entrance Door

    2037 Linden Rd, Winter Park, FL 32792
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    $2,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,612 Sq Ft
    • Condo for Rent

    2526 Tahoe Cir Unit 2526, Winter Park, FL 32792

    Must-See WINTER PARK CONDO, beautifully remodeled 2BR / 2BA + LOFT / potential office / 3rd BR or office. Formal Living Room w / wood-burning fireplace & Dining Room w/ wet-bar, beautiful open kitchen w/ island and stainless-steel appliances, laundry closet w/ washer & dryer, enclosed patio, bamboo & porcelain tile floors. Centrally located near SR 417 and 20 minutes from airport, zoned for great

    Elizabeth Beaudoin PR REAL ESTATE SERVICES

    2526 Tahoe Cir Unit 2526, Winter Park, FL 32792
  • /54

    $6,350 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,379 Sq Ft
    • House for Rent

    1403 Michigan Ave, Winter Park, FL 32789

    !PRICE DROP! Graceful, distinctive, and effortlessly inviting, 1403 Michigan Avenue captures the essence of modern Winter Park elegance.A distinctive Winter Park residence offering 4 bedrooms and 3.5 bathrooms, where timeless charm meets a fully elevated modern lifestyle. Beyond its inviting design and prime location, this home has been thoughtfully enhanced with features that

    1403 Michigan Ave, Winter Park, FL 32789
  • /14

    $1,995 Per Month

    • 2 Beds
    • 1 Bath
    • 1,604 Sq Ft
    • Townhouse for Rent

    1618 Indiana Ave, Winter Park, FL 32789

    et on a friendly street in the heart of Winter Park, this freshly remodeled duplex delivers easy, low-maintenance living in one of Central Florida's most sought-after zip codes. Inside, 805 square feet of thoughtfully refreshed space welcomes you with brand-new appliances, a crisp new A/C system, and a casual breakfast bar top perfect for quick meals or morning coffee. Two comfortable bedrooms

    Brock Stocksett HOMEVEST REALTY

    1618 Indiana Ave, Winter Park, FL 32789
  • /20

    $2,275 Per Month

    • 4 Beds
    • 2 Baths
    • 1,351 Sq Ft
    • House for Rent

    3362 Bougainvillea Dr, Winter Park, FL 32792

    Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2419.90. That covers your base rent, $2275.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet

    3362 Bougainvillea Dr, Winter Park, FL 32792
  • /14

    $1,995 Per Month

    • 2 Beds
    • 1 Bath
    • 802 Sq Ft
    • Townhouse for Rent

    1618 Indiana Ave Unit 1616, Winter Park, FL 32789

    Freshly reimagined and ready for its next resident, this newly remodeled duplex in the heart of Winter Park pairs modern updates with an unbeatable central location. Offering two bedrooms, one bathroom, and 805 square feet of thoughtfully arranged living space, this half of a charming duplex feels both smart and welcoming from the moment you step inside. This duplex has been recently updated from

    Brock Stocksett HOMEVEST REALTY

    1618 Indiana Ave Unit 1616, Winter Park, FL 32789
  • /35

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,018 Sq Ft
    • House for Rent

    3043 Antique Oaks Cir, Winter Park, FL 32792

    Discover this spacious 2-bedroom, 2-bath condo in the heart of Winter Park. Perfectly located just steps from Full Sail University and minutes from UCF and Valencia, this home offers unmatched convenience to schools, restaurants, shopping, and major highways—making daily commutes simple and stress-free.This property offers reliable comfort with essential features already in

    3043 Antique Oaks Cir, Winter Park, FL 32792
  • /30

    $2,998 Per Month

    • 5 Beds
    • 3 Baths
    • 2,300 Sq Ft
    • House for Rent

    5354 Lanyard Ct, Winter Park, FL 32792

    Welcome to this spacious 5-bedroom, 3-bathroom home designed for comfort, functionality, and flexible living.One of the home’s standout features is a private area that includes two of the bedrooms and a full bathroom, offering added privacy and versatility. This thoughtfully designed layout creates the feel of two living spaces within one home, making it ideal for multi-generational

    Nancy Conde JUPITER PROPERTIES, INC

    5354 Lanyard Ct, Winter Park, FL 32792
  • /11

    $1,375 Per Month

    • 2 Beds
    • 2 Baths
    • 1,045 Sq Ft
    • Condo for Rent

    1000 S Semoran Blvd Unit 806, Winter Park, FL 32792

    LB/O - Nice 2 bedroom 2 bathrooms, 2nd Floor Unit, Open Floor Concept, Living Area, Breakfast Area, Community Pool, Water Included! Apply Today!TO SCHEDULE A SHOWING YOU MUST EMAIL US WITH YOUR CONTACT INFORMATION AND THE PROPERTY YOU WISH TO SEE AT AND AN AGENT WILL RESPOND BACK WITH THE AVAILABLE SHOW TIMES.HOW TO APPLY/ABOUT OUR APPLICATION PROCESS: Our application process

    1000 S Semoran Blvd Unit 806, Winter Park, FL 32792
  • /5

    $1,350 Per Month

    • 1 Bed
    • 1 Bath
    • 620 Sq Ft
    • Townhouse for Rent

    1600 Indiana Ave, Winter Park, FL 32789

    This 1 bedroom, 1 bathroom home is located in the heart of Winter Park. Enjoy the best of Downtown Winter Park, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of entertainment options to include Mead Gardens, WP Tennis Center, WP Golf Course, and much more. Features include tile throughout the main living area, dining room, utility room with washer/dryer hookups, and a

    Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY

    1600 Indiana Ave, Winter Park, FL 32789
  • /14

    $1,200 Per Month

    • 1 Bed
    • 1 Bath
    • 590 Sq Ft
    • Townhouse for Rent

    7309 Daniel Webster Dr, Winter Park, FL 32792

    Discover this charming 1-bedroom, 1-bath condo nestled in the desirable Colonies Condo community. Boasting 610 sq. ft. of thoughtfully designed living space, this unit is perfect for young professionals, students, or anyone seeking affordable comfort in a prime location. The apartment features durable vinyl flooring throughout, eliminating worries about carpet maintenance, and a fully equipped

    7309 Daniel Webster Dr, Winter Park, FL 32792
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    $3,895 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,553 Sq Ft
    • House for Rent

    2348 Kestrel Perch Place, Winter Park, FL 32792

    A beautiful tile roof single-family house is available in Hawks Crest, the only gated community in Winter Park! UV sanitizing lights are installed in all bathrooms. A water filter system is installed in the kitchen sink. This 4-bed 3.5-bathroom plus an office and second-floor loft is ready to move in. When you enter the home, an open-concept floor plan leads you to the family room and the

    Yan Zuo EAST PEARL REALTY

    2348 Kestrel Perch Place, Winter Park, FL 32792
  • /39

    $3,650 Per Month

    • 3 Beds
    • 2 Baths
    • 2,355 Sq Ft
    • House for Rent

    677 Selkirk Dr, Winter Park, FL 32792

    New leasing opportunity in the highly desirable Kenilworth Shores neighborhood of Winter Park! This charming three-bedroom, two-bath Florida ranch offers comfortable Florida living complete with a private pool, perfect for relaxing and entertaining. Zoned for sought-after Winter Park schools and ideally located just minutes from Park Avenue, Baldwin Park, UCF, Rollins College, Cady Way Trail, and

    677 Selkirk Dr, Winter Park, FL 32792
  • /13

    $1,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,037 Sq Ft
    • Condo for Rent

    612 Trinidad Ct Unit 612, Winter Park, FL 32792

    Beautiful 2 bed/2 bath condo villa in Winter Park Villas. Over 1000 sq.ft. with two large bedrooms with walk-in closets, two nicely renovated bathrooms, renovated kitchen, large living room and dining area. Ceramic tile flooring throughout, granite countertops in kitchen and bathrooms. All appliances including washer and dryer inside unit. End unit with covered front patio and back porch area

    Carolina Barriento JEXOR LLC

    612 Trinidad Ct Unit 612, Winter Park, FL 32792
  • /21

    $2,150 Per Month

    • 3 Beds
    • 2 Baths
    • House for Rent

    727 Halifax Ave, Winter Park, FL 32792

    This Three Bedroom 2 Bath Home is Located in desirable Winter Park. This Home Offers Neutral Paint Through-out. Carpet in the 3 Bedrooms that offer Ceiling Fans, Neutral laminate Wood Floors through-out the Main Living Space and in the Large Eat in Kitchen. A Nice Size Screened in Porch and Large Fenced Yard. Separate Laundry and Lots of Storage Space located off of porch. Washer and Dryer

    727 Halifax Ave, Winter Park, FL 32792
  • /24

    $1,650 Per Month

    • 3 Beds
    • 2 Baths
    • 1,149 Sq Ft
    • Condo for Rent

    1695 Lee Rd Unit A101, Winter Park, FL 32789

    Vacant! Great location! Must See! New paintinf interior, and new carpet. The best area at Winter Park, close to major shoppiing center, Basic tenant requirements: 650+ credit score, no BAD history, no BAD rental history, income 3 times monthly rent as a household. FIRST, LAST and SECURITY DEPOSIT MAY required.

    Daniel Zheng CINO INTERNATIONAL INC

    1695 Lee Rd Unit A101, Winter Park, FL 32789
  • /25

    $1,249 Per Month

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft
    • House for Rent

    3651 N Goldenrod Rd, Winter Park, FL 32792

    Move-in ready 2-bedroom, 2-bathroom condo just minutes from UCF and Full Sail University! This bright, open-plan unit features stylish wood plank flooring, a kitchen equipped with stainless steel appliances, and a dedicated dining area. Enjoy the convenience of an in-unit washer/dryer and a private patio perfect for outdoor relaxation. Community amenities include a refreshing pool, ideal for

    3651 N Goldenrod Rd, Winter Park, FL 32792

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