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Explore Similar Homes Within 2 Miles of Village of Osceola Hills, FL

  • /26

    $4,500 per month

    • 3 Beds
    • 2 Baths
    • 1,791 Sq Ft
    • House for Rent

    2160 Biller Cir, The Villages, FL 32163

    Your Villages Getaway Starts Here! Pack your suitcase and get ready to relax, this gorgeous 3-bedroom, 2-bath Jasmine (Wisteria) model (built in 2019) in the Village of McClure has everything you need for a fun, stress-free stay. The home is fully furnished and move-in ready, so from the moment you walk in, the vacation vibes begin. The bright open floor plan with vaulted ceilings and

    Agent Photo

    Liliana Whittington

    EXP REALTY LLC

    (352) 389-3536

    2160 Biller Cir, The Villages, FL 32163
  • /50

    $1,149 - $2,254 per month

    The Wilds at Trailwinds

    Studio - 3 Beds

    7730 Wilds Loop, Wildwood, FL 34785

    One visit to The Wilds at Trailwinds apartments will help you find the perfect home for the entire family. In our community, you can choose from many floorplan types, including studios, one-, two-, and three-bedroom homes. All of our homes are pet friendly, and all feature a truly open-concept. Each home has expansive kitchen and living areas, offering luxurious living and plenty of space to

    7730 Wilds Loop, Wildwood, FL 34785
  • /27

    $1,799 per month

    • 3 Beds
    • 2.5 Baths
    • 1,688 Sq Ft
    • Townhouse for Rent

    5351 Pinecone Ct, Wildwood, FL 34785

    Welcome home to this lovely three bedroom, two and a half bathroom townhome in the desirable Beaumont community. Exceptionally located right in the midst of all new shopping, dining, entertainment and daily conveniences. You can enjoy world-famous nightlife The Villages offers at The Brownwood Paddock Square just steps away. The Wildwood Community Center, featuring a playground and sports

    Chris Day WORTH CLARK REALTY

    5351 Pinecone Ct, Wildwood, FL 34785
  • /9

    $1,500 - $2,215 per month

    Evolve Grove Park

    1 - 3 Beds

    3530 Harbor Pointe Cir, Fruitland Park, FL 34731

    Welcome to Evolve Grove Park! Our luxury living community in Fruitland Park, FL, offers spacious, sophisticated apartment homes with stylish interiors, modern features, and resort-style amenities designed for your lifestyle. Nestled in a prime location, our community provides the perfect balance of convenience and comfort. Relax by the sparkling pool, stay active in our state-of-the-art fitness

    3530 Harbor Pointe Cir, Fruitland Park, FL 34731
  • /23

    $1,900 per month

    • 3 Beds
    • 2.5 Baths
    • 1,688 Sq Ft
    • Townhouse for Rent

    5334 Dragonfly Dr, Wildwood, FL 34785

    Available for immediate move-in! 3 Bedroom 2.5 Bath Townhome located in the desirable community of Beaumont. The Beaumont community is located in close proximity to The Villages and includes gated community entry and a resort style pool. This beautiful townhome has an upgraded lot, a LARGE SCREENED-IN PORCH, no rear neighbors and is located close to the community pool. The home offers an open

    Michelle Corigliano COASTAL PIONEER REALTY

    5334 Dragonfly Dr, Wildwood, FL 34785
  • /19

    $2,750 per month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    3156 Brine Way, The Villages, FL 32163

    Looking for long term renters 12Mo+. Fully Furnished house with a golf cart! This is a 55+ community.Cruise around The Villages in style with the included golf cart during your stay. Our cozy and full furnished home offers access to golf courses and other activities. Book now for a memorable and relaxing getaway!The spaceWelcome to our cozy and inviting retreat in The Villages,

    3156 Brine Way, The Villages, FL 32163
  • /41

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • House for Rent

    1981 Urbane Place, The Villages, FL 32163

    Long-term Annual Lease. Beautifully furnished and move-in ready. Welcome to 1981 Urbane Place in The Villages. This 2-bedroom, 2-bathroom courtyard villa is nestled in the sought-after Village of Lake Deaton and offers a bright, open floorplan with vaulted ceilings, neutral finishes, and abundant natural light throughout. The living area flows seamlessly to a screened lanai—ideal for morning

    Dale Jackson REMAX/PREMIER REALTY

    1981 Urbane Place, The Villages, FL 32163
  • /6

    $2,000 per month

    • 3 Beds
    • 3 Baths
    • 1,673 Sq Ft
    • House for Rent

    5379 Dragonfly Dr, Wildwood, FL 34785

    Property Id: 556235nice location easy go to shopping,restaurant,bank ,gas station,just one minute to the villages

    5379 Dragonfly Dr, Wildwood, FL 34785
  • /16

    $2,750 per month

    • 3 Beds
    • 2 Baths
    • 1,895 Sq Ft
    • House for Rent

    443 Pomegranate Path, The Villages, FL 32163

    Please be advised the Villages is an active adult community dedicated to people 55 years and older. One tenant must be 55 years of age or older. People under the age of 19 are not permitted as permanent occupants. Please do not apply if you do not meet this criteria. Application fees are non- refundable. Tenants will also need to pay for the $50.00 Lifestyle ID to be transferred to their name/s.

    Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

    443 Pomegranate Path, The Villages, FL 32163
  • /18

    $2,500 per month

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • House for Rent

    883 Margaux Trail, The Villages, FL 32162

    Property Id: 1023416Long-term rental only - lease is for a minimum of a year! This elegant cottage is soooo close to Lake Sumter Landing Professionally decorated and fully furnished. 2500 includes your rent and ALL utilities!! Such a cute little cottage with a huge yard.Very updated with granite, birch cabinets, and stainless steel in the kitchen and brand new

    883 Margaux Trail, The Villages, FL 32162
  • /16

    $1,850 per month

    • 3 Beds
    • 3 Baths
    • 1,688 Sq Ft
    • Townhouse for Rent

    5447 Dragonfly Dr, Wildwood, FL 34785

    This stunning two-story townhouse features 3 bedrooms and 2.5 bathrooms, ideally located in the heart of Wildwood, just minutes away from Brownwood Paddock Square, a variety of shops, restaurants, hospitals and more. The first floor boasts beautiful tile flooring and includes a spacious kitchen equipped with stainless steel appliances, granite countertops, ample cabinet space, and a generous

    Sandra Giraldo REALTY EXECUTIVES IN THE VILLAGES

    5447 Dragonfly Dr, Wildwood, FL 34785
  • /16

    $1,975 per month

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • House for Rent

    1382 Viola Ct, The Villages, FL 32163

    Welcome to your new home in Leyton Villas, located in the charming community of The Villages, FL. This home sits on a quiet homesite offering exceptional privacy and mature landscaping. Inside, you'll find a beautifully customized kitchen featuring granite countertops, maple cabinetry with glass inserts, a tile backsplash, under-cabinet lighting, an under-mount sink, and a custom wet bar

    1382 Viola Ct, The Villages, FL 32163
  • /31

    $2,350 per month

    • 3 Beds
    • 2 Baths
    • 1,593 Sq Ft
    • House for Rent

    5672 County Road 173, Wildwood, FL 34785

    LONG-TERM, ANNUAL LEASE....Charming 3 Bedroom, 2 Bath Pool Home on 0.33 Acres – Just Minutes from The Villages! Welcome to 5672 CR 173, a beautifully updated home featuring 3 spacious bedrooms, 2 remodeled bathrooms, and a generous open floor plan perfect for modern living. Nestled on a third of an acre in a quiet neighborhood just outside The Villages, this property offers both privacy and

    Dale Jackson REMAX/PREMIER REALTY

    5672 County Road 173, Wildwood, FL 34785
  • /34

    $2,200 per month

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • House for Rent

    2004 Chesapeake Place, The Villages, FL 32162

    LONG-TERM, ANNUAL RENTAL. Pristine 2 Bedroom, 2 Bathroom Patio Villa in The Village of St. James. Welcome to your new home in the heart of The Villages! This well-maintained and fully furnished 2-bedroom, 2-bathroom patio villa offers comfort, style, and privacy. Situated in the desirable Village of St. James, this home boasts a fantastic view with no rear neighbors, giving you peace and

    Dale Jackson REMAX/PREMIER REALTY

    2004 Chesapeake Place, The Villages, FL 32162
  • /29

    $3,150 per month

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

    2657 Navy Hill Cir, The Villages, FL 32163

    RENT BEFORE YOU BUY!!! Don’t miss out on this 3 bedroom 2 bathroom Designer home in the Village of Richmond. This lovely home has an open concept that is light and bright. The kitchen is large with all the amenities you would need in a home. The kitchen, dining and living room are all open and inviting you to come in and kick your feet up and relax. The master bedroom has a king size bed and TV

    Robert Deichman REMAX/PREMIER REALTY

    2657 Navy Hill Cir, The Villages, FL 32163
  • /25

    $2,400 per month

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • House for Rent

    2613 Dunbar Ave, The Villages, FL 32162

    RENT BEFORE YOU BUY!!! Enjoy a relaxing stay in this beautifully furnished 3-bedroom designer home in the Village of Hemingway. Featuring an open floor plan, modern amenities, and no carpet throughout, it offers comfort and elegance for the perfect getaway. The sunlit living space includes a fully equipped kitchen with a bar for 3, a dining area for 4, and a cozy, stylish layout ideal for

    Robert Deichman REMAX/PREMIER REALTY

    2613 Dunbar Ave, The Villages, FL 32162
  • /21

    $2,100 per month

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • House for Rent

    1445 Olympia St, The Villages, FL 32163

    RENT BEFORE YOU BUY!!! Completely furnished! Very comfortable and well decorated patio villa. Two bedroom two bath home. Flat screen TV in living room and master bedroom. Washer and dryer located inside to be able to use at your leisure. Bring your clubs & clothes and enjoy you stay! Near many pools and golf courses. Located between Sumter Landing and Brownwood Paddocks squares where there is a

    Robert Deichman REMAX/PREMIER REALTY

    1445 Olympia St, The Villages, FL 32163
  • /42

    $1,975 per month

    • 2 Beds
    • 2 Baths
    • 1,223 Sq Ft
    • House for Rent

    4287 Fredda Terrace, The Villages, FL 32163

    PRICE IMPROVEMENT. Long-term Annual lease. Charming 2 Bedroom, 2 Bathroom unfurnished Patio Villa in the Village of DeLuna. Welcome to 4287 Fredda Terrace, a lovely patio villa located in the Village of DeLuna! This charming home features an open floor plan, 2 spacious bedrooms, 2 full bathrooms, and a convenient 2-car garage. The primary bedroom includes an ensuite bathroom for added comfort and

    Dale Jackson REMAX/PREMIER REALTY

    4287 Fredda Terrace, The Villages, FL 32163
  • /15

    $2,100 per month

    • 2 Beds
    • 2 Baths
    • 1,148 Sq Ft
    • House for Rent

    3412 Melissa Ln, The Villages, FL 32163

    Beautiful 2 Bedroom, 2 Full Baths, 2 Car Garage Patio Villa in the Village of De Luna.Unfurnished. All major appliances including brand new LG Washer and Dryer. Long Term Renter. Master bedroom has ensuite double sink bathroom with walk in closet. High vaulted ceilings in living room/dining room area. Open floor plan. Gas stove, tankless hot water. Sink and extra storage in garage. Complex has

    Carmel Knight KELLAR REALTY AND PROPERTY MAN

    3412 Melissa Ln, The Villages, FL 32163
  • /10

    $3,200 per month

    • 3 Beds
    • 2 Baths
    • 1,459 Sq Ft
    • House for Rent

    432 Mincey Loop, The Villages, FL 32163

    Rent NOW move in later!!!! This property is available ONLY for long-term rental (minimum one-year lease), unfurnished beginning August 1 2025. This property features ALL UTILITIES INCLUDED 3 bedrooms, 2 bathrooms, an eat-in kitchen with a nice sized pantry, living room, separate laundry room, screened-in lanai, and 2 two-car garage. The guest bedrooms and bath have a lock-off door for a private

    Carmel Knight KELLAR REALTY AND PROPERTY MAN

    432 Mincey Loop, The Villages, FL 32163
  • /27

    $4,700 per month

    • 3 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • House for Rent

    689 Eastbourne Ln, The Villages, FL 32163

    SHORT TERM RENTAL AVAILABLE Great location near Brownwood Square. Beautifully decorated 3 bedroom 2 bath AtEase Cottage home in The Village of Charlotte. Master bedroom has a king bed with a 32" wall mounted flat screen TV. Dual sinks and a walk in closet and shower. Second bedroom features a queen size bed and the third bedroom is set up as a sitting room for your reading enjoyment. Living room

    Corky Eck, III SELLSTATE SUPERIOR REALTY

    689 Eastbourne Ln, The Villages, FL 32163
  • /6

    $2,000 per month

    • 2 Beds
    • 2 Baths
    • 1,156 Sq Ft
    • House for Rent

    993 Davit Place, The Villages, FL 32162

    2 Bed/2 Bath Colony Patio Villa in The Villages Golf Cart Included! Don't miss this exceptional rental opportunity in the heart of The Villages! This charming 2 bed/2 bath Villa comes fully furnished with high-quality, tasteful decor, providing comfort and style throughout.Enjoy the Villages Lifestyle with a complimentary golf cart included, making everything you need just a short ride

    Karen Santoriello WORTH CLARK REALTY

    993 Davit Place, The Villages, FL 32162
  • /27

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 2,071 Sq Ft
    • House for Rent

    32905 Timberwood Dr, Leesburg, FL 34748

    Charming 3-Bedroom Home in 55+ Pennbrooke Fairways – Golf Course Views! Welcome to this immaculate McLean model located in the highly desirable Pennbrooke Fairways, a gated 55+ community offering resort-style living. This spacious, mostly furnished home features 3 bedrooms, 2 bathrooms, and a bright Florida room with both A/C and heat—perfect for year-round enjoyment. The open-concept layout

    Donna Dorsey CITRUS REALTY

    32905 Timberwood Dr, Leesburg, FL 34748
  • /15

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,510 Sq Ft
    • House for Rent

    747 Barron Place, Wildwood, FL 34785

    Right in the center of all the action in THE VILLAGES! Available seasonally for short term, this home has it all! Tastefully appointed and well-equipped with everything you need to make your stay with us most memorable. Located in the village of St. Catherine, this cottage is just steps away from the Sawgrass Grove entertainment complex, complete with nightly music and dancing and bounties of

    Lewis Stewart EXIT BAYSHORE REALTY

    747 Barron Place, Wildwood, FL 34785
  • /9

    $2,650 per month

    • 3 Beds
    • 2 Baths
    • 1,652 Sq Ft
    • House for Rent

    3225 Wise Way, The Villages, FL 32163

    This home is leaded with golf cart and features fenced back yard and located in Pine Hills near Belle Glade Country off Morse Road and between 466A and SR44. All The Villages Amenities are included with this rental in the Best 55+ Community in Florida. Located between Ocala and Orland and 1 1/2 hours from East/west coast beachesAvailable Sept 1 - Nov 30 December $3250

    Cheryl Simmons REALTY EXECUTIVES IN THE VILLAGES

    3225 Wise Way, The Villages, FL 32163
  • /25

    $4,300 per month

    • 3 Beds
    • 2 Baths
    • 1,561 Sq Ft
    • House for Rent

    897 Fenwick Loop, The Villages, FL 32163

    ***AVAILABLE FEBRUARY, MARCH AND APRIL 2024***PLEASE CONTACT OUR OFFICE FOR NON-SEASONAL RATES!!AVAILABLE FOR THE SEASON. CALL US TO RESERVE IT. IT WILL BOOK FAST!!!!! Looking to experience The Villages? This beautiful home is located in the Village Of Sanibel. This home comes with everything you would need to enjoy your stay. The master bedroom has a king bed, a large walk-in

    Sandra Giraldo REALTY EXECUTIVES IN THE VILLAGES

    897 Fenwick Loop, The Villages, FL 32163

Why Live in Village of Osceola Hills

The Village of Osceola Hills in Leesburg features a range of home styles, including Courtyard Villas and Designer Homes with two to three bedrooms, as well as larger Premier Homes near Lake Deaton. These homes often include manicured lawns, garages with space for golf carts, and some even have backyard pools. The neighborhood is known for its wide, quiet streets that are ideal for bike rides and evening walks. The Osceola Hills Social Club, established in 2017, has about 500 members who participate in monthly events at the Rohan Recreation Center, such as dances, costume parties, and a popular Golf Cart Parade in December. For daily needs, residents frequent Lake Deaton Plaza, which includes a Publix, Walgreens, and various services. Dining options are available at Piesanos Stone Fired Pizza and the nearby Sawgrass Grove, which is about 4 miles away and offers a variety of food choices and live entertainment. Emergency medical services are readily accessible with several hospitals within a 7-mile radius. Residents enjoy recreational activities at the Burnsed and Rohan Recreation Centers, which offer tennis, pickleball, pools, and more. The Soaring Eagle Softball & Shooting Complex provides additional sports opportunities. For longer trips, Morse Boulevard connects to Florida's Turnpike, making Orlando and Tampa accessible at 50 miles and 85 miles away, respectively.
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