Winter Park, FL Homes for Rent | BHHS Florida Realty
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Winter Park FL Real Estate & Homes for Rent

26 Properties Found

The median home value in Winter Park, FL is $375,000. This is higher than the county median home value of $284,900. The national median home value is $277,796. The average price of homes sold in Winter Park, FL is $375,000. Approximately 55% of Winter Park homes are owned, compared to 33% rented, while 11% are vacant. Winter Park real estate listings include condos, townhomes, and single family homes for sale. Commercial properties are also available. If you like to see a property, contact Winter Park real estate agent to arrange a tour today!
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1–25 of 26 properties displayed
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Beds:
3
Baths:
2.00
Sq.Ft.:
1,828
Status:
NEW LISTING
MLS#:
O5961927
Type:
Townhouse
Subdivision:
GARDEN ACRES
Lot size:
0.02 Acres
Year built:
2008
A broker reciprocity listing Courtesy: INNOVATIVE REALTY, LLC
View additional info

In addition to the rental amount listed, residents will be responsible for $35 per month for the Innovative Realty Resident Benefits Package. This benefits package is included with ALL lease agreements under Innovative Realty. Please visit https://www.innovativerealtyfl.com/resident-benefits-package to view all included benefits and renters insurance details. 1383 Orchid Ave is a beautiful 3 bedroom, 2 bath town home in Winter Park! This home welcomes you into the main living area which features an open floor plan feel with the kitchen overlooking the spacious living area. The kitchen has an entire suite of stainless steel appliances including the refrigerator, range, microwave and dishwasher. Continuing upstairs, all bedrooms and both full baths are located on the second floor. The master suite features a walk in closet and en-suite bathroom, with dual vanities and glass enclosed shower. Both additional bedrooms feature walk in closets and have easy access to the second full bath. Enjoy time with family and friends in the spacious living room and on the screened in back patio. Rounding out this home is the full size washer and dryer included in your laundry room. This home has easy access to Park Avenue, Rollins College, shopping, dining, entertainment and more. Location is everything and this property will not last long! Sorry, no pets.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,036
Status:
NEW LISTING
MLS#:
O5961630
Type:
Single Family
Subdivision:
WINTER PARK PINES
Lot size:
0.18 Acres
Year built:
1965
A broker reciprocity listing Courtesy: STATE PROPERTY MANAGEMENT LLC
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Located in a highly desirable Winter Park area, this home has been freshly painted, new carpets and updated kitchen and is waiting for you to move in. Large living room/dining room combo, a large separate den area at the back of the home along with a bath off the master bedroom. Conveniently located close to shopping, restaurants, parks, walking trails and schools... this home has it all. NOTE ** New lawn and irrigation being installed! --- Lawn service included **

Beds:
2
Baths:
2.00
Sq.Ft.:
1,003
Status:
NEW LISTING
MLS#:
O5961068
Type:
Condo
Subdivision:
GOLFSIDE VILLAS CONDO
Lot size:
6.04 Acres
Year built:
1969
A broker reciprocity listing Courtesy: J. SCOTT JONES, REALTOR
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Lovely, well kept ground floor end unit, has reserved parking. Community has a huge, beautiful pool next to clubhouse and laundry. Convenient to "Everything" 15 minutes to airport, 10 minutes to UCF, 8 minutes to downtown Baldwin Park, 10 minutes to downtown Winter Park. 8 minutes to winter Park Hospital and medical complex. Over 20 restaurants within a 5 minute drive. These units do not come up often.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,434
Status:
NEW LISTING
MLS#:
O5961234
Type:
Townhouse
Subdivision:
VIRGINIA HEIGHTS REP
Lot size:
0.12 Acres
Year built:
2006
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC
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Stunning Winter Park(Georgetown) townhome within walking distance to Park Avenue, shops, restaurants, and Rollins College. Urban living at its finest in Virginia Heights- turnkey and improved! Two car garage and extra parking pad for a third car. Lots of natural light and most charming outdoor courtyard. Summer kitchen and picturesque private entertaining patio and balcony off master suite. This amazing end unit features numerous upgrades including walnut wood floors, double sided gas fireplace in dining and living rooms, high ceilings, slate patio, custom plumbing fixtures and 4” plantation shutters and surround sound just to mention a few. Gourmet kitchen boasts custom wood cabinetry, gas cooktop, wine fridge, butler’s pantry, breakfast bar, granite counters. Guest/office en suite downstairs. Master and additional guest suite upstairs. Lots of closet space and his/hers closets in the master. Additional amenities include private courtyard, attached 2-car garage with alley access, natural gas, LED lighting. New downstairs AC June 2021, upstairs AC 2019, new ductwork plus attic fans. Office, bedroom, bathroom guest bedroom TVs, washer and dryer and garage freezer and most of AV equipment. Natural gas fireplace, gas summer kitchen grill, range and water heater. Home is the past winner of the Aurora Award for Style and Design. One pet under 35 pounds allowed with non refundable pet deposit.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,379
Status:
Active
MLS#:
O5960035
Type:
Condo
Subdivision:
WINTER PARK GARDENS CONDO
Lot size:
0.1 Acres
Year built:
1964
A broker reciprocity listing Courtesy: OLDE TOWN BROKERS INC
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Spacious 3 Bedroom, 2.5 Bath Condo in the highly sought after community of Winter Park Gardens. This 2nd Floor unit, with elevator access, has an amazing view of the pond and park-like setting with mature shade trees and manicured landscaping. The condo boasts a large living and dining area, split bedroom plan, generous sized bedrooms and TONs of closet space. Water, grounds maintenance, and community pool are included in the rental amount. Very accessible Winter Park location close to Park Ave, grocery stores, restaurants and Avent Hospital South. Available for immediate occupancy with HOA approval. This is a 55 + community and all residents that occupy the unit must be at least 55 or older. The association application fee is $90, plus the Olde Town Brokers application fee of $50. No Smoking and No Pets.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,490
Status:
Active
MLS#:
O5956262
Type:
Single Family
Subdivision:
VILLA VIEW PARK
Lot size:
0.17 Acres
Year built:
1951
A broker reciprocity listing Courtesy: LEE ANNE NIMKOFF
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Live on Park Avenue in the heart of Winter Park in this charming bungalow. Beautiful hardwood floors through out. The main bathroom has just been updated. The living room opens into the dining room kitchen area. Relax by the pool in your private, fenced back yard. You can walk to Park Avenue shops and restaurants, the Winter Park Golf Course and Rollins College.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,065
Status:
Active
MLS#:
O5955007
Type:
Single Family
Subdivision:
TUSCANY PLACE FIRST ADD
Lot size:
1.02 Acres
Year built:
1979
A broker reciprocity listing Courtesy: ANNE ROGERS REALTY GROUP INC
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1041 Tuscany Place sits on a quiet, brick street in the Via's area of Winter Park. This beautiful home has views of the secluded back yard overlooking Lake Temple from every room. The open floor plan is enhanced by vaulted ceilings is the great for entertaining. The kitchen has Wolf appliances, a Sub-zero fridge, quartz countertops, mother-of-pearl mosaic backsplash, and imported Italian cabinetry. The Primary bedroom has a fantastic view and the bathroom features an enormous walk-in shower with sky lights, body jets and a 40 inch rainfall shower-head. The upstairs includes two spacious bedrooms with an adjoining Jack-and-Jill bathroom. Relax on the outdoor deck while overlooking the shimmering pool and hot tub, lake, outdoor fire pit and well-manicured, large backyard. Just minutes from the Winter Park Racquet Club, Lake Maitland and Park Avenue.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,236
Status:
Active
MLS#:
O5959533
Type:
Townhouse
Subdivision:
LAZY OAKS CONDO
Lot size:
0.02 Acres
Year built:
1985
A broker reciprocity listing Courtesy: REAL PROPERTY MANAGEMENT AND REALTY
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This two bedroom townhome is located in the quiet community of Lazy Oaks near shopping, dining, local schools, and just minutes to Park Avenue. Features include a spacious open floor plan, nice living room with brick fireplace, a fully equipped kitchen with breakfast bar, half bathroom downstairs, master suite with spacious closet, dual vanities, and walk-in shower. Additional features include a private patio, washer/dryer hookups, and a one car garage. Small pets may be considered. We are here to make your time in the home as enjoyable and convenient as possible. We offer a safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, 24/7 emergency maintenance response team, and well-maintained homes. Please note the listed amenities may not be accurate.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,469
Status:
Active
MLS#:
O5958076
Type:
Single Family
Subdivision:
ORWIN MANOR WESTMINSTER SEC
Lot size:
0.27 Acres
Year built:
1950
A broker reciprocity listing Courtesy: DOVER INTERNATIONAL CO., INC.
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Great location in the Orwin Manor neighborhood. Inside you notice a large living room with wood floors and a fireplace. The kitchen has been renovated and updated with countertops, appliances, backsplash, and cabinetry. The backyard is private and fenced to enjoy the back patio.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,000
Status:
Active
MLS#:
S5053569
Type:
Other
Subdivision:
SLOVAK VILLAGE
Lot size:
0.19 Acres
Year built:
1980
A broker reciprocity listing Courtesy: REMAX PIONEER
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Come home to this cozy 2/2 Duplex. This spacious open floor plan, freshly painted, brand new carpet, new kitchen and large bedrooms is waiting for you to call home. Entertain your family and guests in the fenced in backyard, great for BBQ's and outdoor fun. Get cozy with a working fireplace. Apply Today before its Gone

Beds:
2
Baths:
2.00
Sq.Ft.:
1,055
Status:
Active
MLS#:
O5955834
Type:
Apartment
Subdivision:
ALEXAN NORTH END 99/128 LOT 1
Lot size:
5.93 Acres
Year built:
2020
A broker reciprocity listing Courtesy: EXP REALTY LLC
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Chic, impeccable and luxurious are just a few words to describe life/living at the Alexan Winter Park. Are you looking for an apartment with carefully designed features and amenities unrivaled by no other? Look no further, the apartment homes at the Alexan Winter Park guarantees cultivated living, within an ultra-luxury apartment community. The Alexan Winter Park provides varied levels of elegance, by offering premier studio, one- and two-bedroom apartment homes. Each floor plan boasts innovation, its own personality, and reflects the standard of living in excellence you should enjoy. Don’t you deserve the best? The Alexan Winter Park provides nothing less than an extraordinary experience, each apartment is flawless, and you are part of a community with an array of incredible amenities! Those who live at the Alexan Winter Park, has complete access to exceptional entertainment spaces such as our Podcast studio, our relaxing terrace courtyard with hammocks, and so much more! As proud advocates of the environment, we offer many eco-friendly features, while providing world class services that are just the type of posh you need, keeping your well-being in mind. Feel free to schedule a tour, come by and see for yourself why the stylish, sustainable lifestyle of our apartment homes is ideal for you. Ideally placed, Alexan Winter Park is positioned near some of the BEST shopping, glamorous restaurants, the most exciting nightlife, and cultural entertainment. Located just east of I-4, the allure and rich history of Winter Park is yours to discover, yet still easily connected to the colorful energy of Orlando. Wondering about commuting options? You have convenient access via the Lynx Sunrail to some of the largest employers in Orlando! Downtown Winter Park and Rollins College are within a mere two-mile reach, and we are an easy four-mile commute to the heart of downtown Orlando

Beds:
2
Baths:
3.00
Sq.Ft.:
980
Status:
Active
MLS#:
O5957328
Type:
Condo
Subdivision:
SANDALWOOD CREEK CONDO PH 03
Lot size:
0.31 Acres
Year built:
1984
A broker reciprocity listing Courtesy: CORCORAN PREMIER REALTY
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This two bedroom, 2 bath Winter Park townhouse is conveniently located in the top rated Dommerich Elementary, Maitland Middle and Winter Park High School district. The downstairs living area, includes a kitchen that opens to the dining and family rooms, tiled floors, a laundry closet and a powder bath. Upstairs, there are two bedrooms and two full baths with large closets and new carpeting throughout the second floor. Sandlewood Creek is a small community with a community pool.

Beds:
1
Baths:
1.00
Sq.Ft.:
448
Status:
Active
MLS#:
O5957659
Type:
Single Family
Subdivision:
KILLARNEY CIRCLE
Lot size:
0.25 Acres
Year built:
1952
A broker reciprocity listing Courtesy: REAL PROPERTY MANAGEMENT AND REALTY
View additional info

This great one bedroom home is located right across from Lake Killarney off Wymore and is convenient to shopping, dining, I-4, Winter Park Village, lakes and nearby schools. The home includes tile flooring throughout with an updated bathroom and large closet area. Please note the legal address for this home is 622 Wymore Rd., Winter Park, FL 32789. We are here to make your time in the home as enjoyable and convenient as possible. We offer a safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, 24/7 emergency maintenance response team, and well-maintained homes. Please note the listed amenities may not be accurate.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,800
Status:
Active
MLS#:
O5957653
Type:
Single Family
Subdivision:
KENILWORTH SHORES SEC 07
Lot size:
0.22 Acres
Year built:
1957
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES
View additional info

Fantastic Winter Park renovation. This 3 bedroom, 2 bathroom, plus an office home has been turned into a showplace. Great location zoned for Brookshire, Glenridge and Winter Park High School. The home features upscale fixtures, open floor plan, huge laundry room, office nook, new windows, ample dining space, new appliances and large fenced in backyard. A must see!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,130
Status:
Active
MLS#:
O5957390
Type:
Condo
Subdivision:
KNOWLES MANOR NORTH CONDO
Lot size:
0.36 Acres
Year built:
1974
A broker reciprocity listing Courtesy: BELMONT REALTY
View additional info

Welcome to your private retreat in the heart of Downtown Winter Park. This exclusive address affords views of the world famous Winter Park 9 course, and the timeless Casa Feliz, right from your balcony! This wonderful 3/2 LARGE condo features: a FULLY renovated kitchen, equipped with designer touches, and top of the line stainless steel appliances, solid surface flooring throughout, clean and updated bathrooms, and much more! The spectacular location provides its future resident with the ability to walk to Rollins College, Park Avenue and all of its restaurants, cafes, and shops. Rollins community and Staff are welcome! Call us today to schedule your private tour of this rare opportunity!

Beds:
3
Baths:
3.00
Sq.Ft.:
1,628
Status:
Active
MLS#:
O5957067
Type:
Townhouse
Subdivision:
VISTAS AT LAKE HOWELL
Lot size:
0.05 Acres
Year built:
2003
A broker reciprocity listing Courtesy: WEICHERT REALTORS HALLMARK PROPERTIES
View additional info

Winter Park Town Home, live in one of the best rated city's in the County. This 3/2/1 located in the Vistas at Lake Howell featuring mature landscaping , sidewalks, fountain and is gated located just minutes from all central Florida has to offer! Entering the property downstairs features open floorplan , highceiligs, triple slider to screened Lanai, open kitchen breakfast nook, half bath and access to the one car garage. Upstairs features split with full size laundry room, 3 bedrooms and 2 full bath both ensuite, master bath features soaking tub and huge walk-in closet.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,734
Status:
Active
MLS#:
O5956312
Type:
Single Family
Subdivision:
KENILWORTH ESTATES
Lot size:
0.23 Acres
Year built:
1960
A broker reciprocity listing Courtesy: LOKATION
View additional info

Great location mins to Baldwin Park, great schools Winter Park schools. Safe and quiet community. 4 Bed 2.5 Bath. All appliances included. Updated bath and kitchen. Nice screened porch w/tile floor. Extra half bath and storage in Carport.

Beds:
2
Baths:
1.00
Sq.Ft.:
721
Status:
Active
MLS#:
O5955987
Type:
Other
Subdivision:
TROTTER REP
Lot size:
0.15 Acres
Year built:
1966
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES
View additional info

Cute Winter Park bungalow walking distance to Rollins College and Park Ave. Two bedroom, 1 bathroom, half of a duplex with inside laundry room. Washer and dryer are included. There is a shared fenced in backyard space with beautiful gazebo. One uncovered parking space to left of the carport.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,425
Status:
Active
MLS#:
O5953849
Type:
Single Family
Subdivision:
LAKE KNOWLES TERRACE
Lot size:
0.16 Acres
Year built:
1986
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO
View additional info

Lake view one story home in prime Winter Park location. Can be leased for 6,9, 12 or more months. Spacious (2425 sq ft), remodeled 3 bedroom/ 2 bath with bonus room home in the heart of the "Tree Streets" of old Winter Park. Hardwood and ceramic tile floors. Kitchen features new granite countertops, new cabinets and an eat-in area. Large family room with vaulted ceiling, bay window overlooking lake Wilbar. Master suite is large, with a bonus space perfect for an office or sitting area, ample closet space in the bedroom and bathroom, and the renovated master bathroom has a large walk-in shower, granite counters, new vanities, and fixtures. Large bonus room on back of home has loads of potential...it's bright and sunny and ready for your office, studio, or playroom. Enjoy nice walking or biking to popular Phelps Park, Craft Azalea Garden, and the Winter Park YMCA, Winter Park Racquet Club, Winter park Golf Course and Park Avenue. Close to Winter Park Memorial Hospital.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,717
Status:
Active
MLS#:
O5943728
Type:
Townhouse
Subdivision:
HENKELS ADD/WINTER PARK
Lot size:
0.1 Acres
Year built:
2008
A broker reciprocity listing Courtesy: PRIMAC REALTY, INC
View additional info

Spacious 3 bedroom, 2.5 bath, updated townhouse in Winter Park. Travertine floors, granite kitchen, stainless steel appliances, patio garden with a 3 car garage. Available August 1. Pets allowed with owner approval on a case by case basis

Beds:
3
Baths:
4.00
Sq.Ft.:
1,810
Status:
Active
MLS#:
O5943443
Type:
Townhouse
Subdivision:
TOWN OF WINTER PARK
Lot size:
0.71 Acres
Year built:
2018
A broker reciprocity listing Courtesy: REAL PROPERTY MANAGEMENT AND REALTY
View additional info

The Crossing at Winter Park community features 7 townhomes with each of them featuring 3 bedrooms and 3.5 bathrooms. Each unit offers individually keyed bedroom suites with private bathrooms, a gourmet kitchen with stainless steel appliances and a laundry area with full-size washers and dryers. As for hang-out spots, the townhomes have bright and airy living rooms with 9-foot ceilings and outdoor porches with picturesque views. The neighborhood is a community where residents can meet friends, build camaraderie, and enjoy the sparkling swimming pool. Sorry, no pets. We are here to make your time in the home as enjoyable and convenient as possible. We offer a safe and secure online portal where you can submit maintenance requests and pay online with multiple payment options, 24/7 emergency maintenance response team, and well-maintained homes. Please note the listed amenities may not be accurate.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,032
Status:
Active
MLS#:
O5941258
Type:
Single Family
Subdivision:
DUBSDREAD HEIGHTS
Lot size:
0.16 Acres
Year built:
1938
A broker reciprocity listing Courtesy: GRACE REALTY, INC.
View additional info

Great location, very near I-4 and just off Fairbanks in College Park/Winter Park. Oversized paver driveway and parking area. 2 bedrooms with one bathroom, and an extra room that could be used as an office. Bathroom has shower/tub combination. Home was built in 1938, and is charming and well maintained. Large screen porch covers entire front of house. Floor plan has inviting open space living and dining room combo. Wood burning fireplace in living room. Inside laundry room with full size electric washer and dryer. Mini-blinds on most windows. Additional secure large storage or hobbies building in back yard with air conditioning and sink. Fenced back yard. Kitchen has large closet panty, with glass front cabinets and gas range/oven. Most windows are original rope and pulley. Beautiful wood flooring in living and bedrooms. No smoking is permitted inside home or back building.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,500
Status:
Active
MLS#:
O5935404
Type:
Single Family
Lot size:
0.1 Acres
Year built:
1953
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY
View additional info

Location, Location, Location!!!! Lovely rental property! Also available for short term. Updated kitchen, large open plan living and dining. Wood floors throughout, 3 large bedrooms, 2 full bathrooms, one being ensuite to master bedroom. Back porch with BBQ area. Very near Rollins campus, Park Ave, restaurants, shopping..a real gem!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,304
Status:
Active
MLS#:
O5931565
Type:
Condo
Subdivision:
PARK WEST CONDO
Lot size:
0.29 Acres
Year built:
1981
A broker reciprocity listing Courtesy: CINO INTERNATIONAL INC
View additional info

In Winter Park downtown area. Gated community with elevator. Furnished condo located at 4th floor with elevator, 2 bed rooms, 2 full baths, all appliances stay, formal dining and living area, closer to shopping area, restaurants, banks, retails stores. Gated community has pool, parking spaces at first floor and outside parking lot.

Beds:
2
Baths:
1.00
Sq.Ft.:
710
Status:
Active
MLS#:
O5894745
Type:
Condo
Subdivision:
LAKE KILLARNEY CONDO
Lot size:
0.28 Acres
Year built:
1960
A broker reciprocity listing Courtesy: LIVE OAK EQUITIES
View additional info

Fully furnished and maintained, turn-key listing available April 8. Modern thoughtful styling abounds in this spacious two bedroom space. Newly renovated kitchen, with every amenity you could wish for, opens up to a bright and chic living space. Newly polished terrazzo floors lead the way throughout. Wake up refreshed on memory foam bedding in each of the two bedrooms. Delight in being surrounded by beautiful verdant live plants and intriguing art and decor from the tranquil sunroom extending throughout every corner of this cherished space. Midcentury meets modern and chic and meets you right in the heart of downtown Winter Park. Whatever your rental needs be, let those needs be met in proximity to the area's most important and sought after meeting and entertaining spots! Once your business and fun for the day is complete, come home to a tranquil yet visually compelling lakeside haven. As an added bonus, lease comes with house keeping visits every 10 days! Lease also includes all utilities, premium cable, internet, and maintenance as well as two paddle boards to enjoy Winter Park’s cleanest lake.

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All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified.
Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law. Copyright 2017, My Florida Regional MLS

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