Winter Park, FL Homes for Rent | Lynn Pittinos | BHHS Florida Realty
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Lynn Pittinos

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Cell: (772) 985-9300
Office: (772) 985-9300
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Winter Park FL Real Estate & Homes for Rent

56 Properties Found

The median home value in Winter Park, FL is $386,000. This is higher than the county median home value of $265,600. The national median home value is $266,648. The average price of homes sold in Winter Park, FL is $386,000. Approximately 55% of Winter Park homes are owned, compared to 33% rented, while 12% 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 56 properties displayed
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Beds:
4
Baths:
3.00
Sq.Ft.:
1,932
Status:
NEW LISTING
MLS#:
O5928132
Type:
Single Family
Subdivision:
AMBERWOOD UNIT 3
Lot size:
0.49 Acres
Year built:
1987
A broker reciprocity listing Courtesy: JOYCE H. SCHOENING, REALTOR
View additional info

Seculded 4 bedroom 2 1/2 bath home behind brick wall, large fenced yard overlooking pond. Spacious cathedral ceilings in living room and family with 2 sided fireplace. Flooring in ceramic tile, vinyl, brick. Multiple ceiling fans, eat-in kitchen, large garage with shelving.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,207
Status:
NEW LISTING
MLS#:
O5928443
Type:
Single Family
Subdivision:
TUSCANY TERRACE
Lot size:
0.27 Acres
Year built:
1957
A broker reciprocity listing Courtesy: SAND DOLLAR REALTY GROUP INC
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Fully renovated 4/3 in Winter Parks beautiful Vias Neighborhood. Large pool and Spa and nicely manicured landscaping creates a backyard oasis. Very low Utility bills due to well irrigation, brand new roof and brand new 2 speed AC. Easy living with, gardener, pool service, weed and pest spray all included. Home is light, sunny and bright! Can be rented empty or FULLY FURNISHED with an additional deposit.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,074
Status:
NEW LISTING
MLS#:
O5928312
Type:
Condo
Subdivision:
WINTER PARK GARDENS CONDO
Lot size:
0.1 Acres
Year built:
1964
A broker reciprocity listing Courtesy: CHARLES RUTENBERG REALTY ORLANDO
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Great Winter Park location, with convenience and accessibility. Available as early as May 1, this 2 bedroom, 2 bath unit has an updated kitchen and new flooring. This unit is available to lease for a year and comes partially furnished. (see photos). Second floor end unit, accessible by steps or an elevator. Lovely view overlooking pool and pond. Reserved parking place and open spaces for visitors. Winter Park Gardens is an over 55 community. No pets.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,219
Status:
NEW LISTING
MLS#:
O5927863
Type:
Condo
Subdivision:
FOUR SEASONS CONDO
Lot size:
19.03 Acres
Year built:
1970
A broker reciprocity listing Courtesy: WINTER PARK REAL ESTATE CO LLC
View additional info

This is the Condo you have been waiting for, every finish has been touch and update, you will not believe how great it is. I have been in a lot of condos but rarely have been impressed like this one. Very popular 2 Bedroom Townhouse in the Beautiful Four Seasons!! Premium location within the community close to the pool area, with the noise of the pool area. You will love the benefits of living here!! Close to Shops, Restaurants, & Great Schools, 3 pools, Clubhouse, Lawn Maintenance, Tennis Courts, Shuffleboard, and Car Wash Area, and fitness room, and more. Rent includes Water, Sewer, Garbage Collection. Beautiful grounds-resort like living. This Condo has French doors that lead out to a 16x16 private patio for those relaxing summer evenings, a beautiful updated kitchen and baths, front-loading washer and dryer, convenient parking right in front of the condo. Very nice Jon, thank you. Also the Cady Way Trail & Ward Park adjacent to the condo complex. Winter Park Hospital & medical offices are couple blocks away. Rollins College, UCF, and FullSail are a short Vespa ride away.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,020
Status:
NEW LISTING
MLS#:
O5928139
Type:
Townhouse
Subdivision:
WINDWARD SQUARE SEC 3
Lot size:
0.08 Acres
Year built:
1979
A broker reciprocity listing Courtesy: ENGEL & VOELKERS
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Beautiful 2 bedroom, 2 bathroom townhouse in desirable Windward Square of Winter Park. Indoor laundry hook up, large screened porch, fenced yard, community pool, clubhouse and tennis courts. Close to UCF, Rollins, Full Sail and tons of shopping.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,096
Status:
NEW LISTING
MLS#:
O5928101
Type:
Single Family
Subdivision:
KILLARNEY CIRCLE
Lot size:
0.14 Acres
Year built:
1955
A broker reciprocity listing Courtesy: REAL PROPERTY MANAGEMENT & REALTY INC
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This 3 bedroom, 1 bath house is located right across from Lake Killarney off Wymore and is convenient to plenty of local shopping, dining, Lee Road, I-4 and 441. This unique property includes a separate living and dining room, an enclosed front porch, a large open kitchen, and parquet hardwood floors throughout. This home comes with full size washer/dryer hook-ups, a large fenced yard with mature landscaping and carport. 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.:
1,143
Status:
NEW LISTING
MLS#:
S5047389
Type:
Single Family
Subdivision:
HOWELL ESTATES 1ST ADD
Lot size:
0.21 Acres
Year built:
1981
A broker reciprocity listing Courtesy: REMAX PIONEER
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Come enjoy your morning coffee or your evening wine on your screened lanai while looking out over your beautifully landscaped and floral corner lot! Gorgeous 3/2 with 2 car garage available immediately. Did I mention birds? The birds are plentiful and you can enjoy their singing while you relax in your fenced backyard! This home is so conveniently located to shopping, restaurants, theme parks, airports, and highly rated schools and universities! It boasts a newer water heater, new garage door opener, and has been re-plumbed in 2015! Make your appointment today! You don't want to miss this one! Weekly lawn care included. Small pets allowed (<20lbs)- Breed Restrictions (Including but not limited to: Dobermans, Rottweilers, Chows, German Shepherds, Staffordshire Terriers, American Pit Bull Terriers). Additional HOA limits may apply.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,734
Status:
NEW LISTING
MLS#:
O5927480
Type:
Condo
Subdivision:
DOUGLAS GRAND
Lot size:
0.5 Acres
Year built:
2008
A broker reciprocity listing Courtesy: FLORIDA ONE REAL ESTATE LLC
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This is your opportunity to own a two-story, three-bedroom, three and a half bathroom townhome with its own private street entrance in historic downtown Winter Park at the Douglas Grand, one of Central Florida's most distinctive, and established in-town living experiences. Luxurious finishes are coupled with high-end appliances and fixtures. The open floor plan has a large gourmet kitchen and a dining area. The downstairs master bedroom suite as well second-floor master bedroom suite both feature separate walk-in showers and oversized garden bathtubs. <br><br> Finishes and appointments include: <br><br><ul> <li>Pella™ windows and doors; <li>Kohler™ fixtures; <li>Sub-Zero™, Wolf™, and Bosch™ appliances; <li>Granite counter tops in the kitchen and all baths; <li>Walk-in closets in every bedroom; <li>A private two-car garage on the ground-level inside of the secured garage. </ul><br><br> The Douglas Grand location is truly unique – one block from the Park Avenue shopping district, across the street from Central Park, one block from Hannibal Square and within steps to hundreds of retailers, restaurants and wine bars – a true city-living experience in Central Florida's most unique town, Winter Park. <br><br>

Beds:
2
Baths:
2.00
Sq.Ft.:
1,037
Status:
NEW LISTING
MLS#:
O5926963
Type:
Other
Subdivision:
WINTER PARK VILLAS
Lot size:
0.13 Acres
Year built:
1981
A broker reciprocity listing Courtesy: FL PROTECTIVE INVESTMENTS LLC
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Updated spacious villa. BIG SAVINGS because water, sewer, and front outside maintenance is included, community pool, tennis court and basketball court, counter granite tops, all property has nice modern tile floors, so no worries for stains or allergies with carpet, upgraded kitchen with backslash, fireplace, private patio, great winter park location close to Full Sail, close to university Blvd where you can find many restaurants, entertainment, good transportation, about 10 minutes away from Park Ave, about 15 minutes from downtown Orlando, about 20 minutes from Airport. Well maintained neighborhood with a lot of outdoor entertainment like Gym and play court, walking distance to many restaurants and transportation. Please send us a text requesting the appointment. Thank you

Beds:
2
Baths:
2.00
Sq.Ft.:
1,037
Status:
Active
MLS#:
O5927836
Type:
Other
Subdivision:
WINTER PARK VILLAS
Lot size:
0.16 Acres
Year built:
1981
A broker reciprocity listing Courtesy: ADVANCE REALTY & MANAGEMENT LLC
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Must See and move-in ready. Love to live in the Winter Park area. Then come and see what is available at Winter Park Villas Community. This quaint 2 Bedroom 2 Bathroom Condo with a fireplace is available. Unit comes with all stainless steel appliances in the kitchen. in addition, it includes washer/dryer. Location is just minutes from Full Sail and all daily necessities like shopping, dining, entertainment and restaurants. Community amenities includes a swimming pool and tennis courts. Pets welcome with additional deposit (breed restriction)

Beds:
2
Baths:
1.00
Sq.Ft.:
891
Status:
Active
MLS#:
S5047285
Type:
Other
Subdivision:
BUNGALOW PARK
Lot size:
0.13 Acres
Year built:
1980
A broker reciprocity listing Courtesy: ALLEGIANT MANAGEMENT GROUP, INC
View additional info

Available now! Make this your new home! Second Floor Unit. Two Bedroom Duplex for Rent in Winter Park! Easy access to Winter Park! Fresh Paint Throughout. Wood Flooring. No carpet in the Unit. Kitchen Appliances Included (Refrigerator, Stove, Dishwasher) Front Deck/Patio. Living and Dining Room. Ceiling Fans in Many Rooms. Washer and Dryer Provided for Convenience Only. Small pet allowed with Pet Screening and Fees. This property will not last long! Schedule a showing today!

Beds:
4
Baths:
3.00
Sq.Ft.:
1,780
Status:
Active
MLS#:
O5927041
Type:
Single Family
Subdivision:
WINTER PARK PINES
Lot size:
0.19 Acres
Year built:
1966
A broker reciprocity listing Courtesy: RE/MAX 200 REALTY
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Large single family pool home four full bedrooms and 2 baths in main house... additional apartment which has living room kitchen space, bedroom and bathroom. Great additional space for in-law or teen space... Kitchen comes with all appliances, and has a utility room with storage , washer and dryer.Kitchen is open to the living room. Living room has wood burning fireplace.. Formal dining room, completes the common area. The backyard has covered porch large in ground pool and fully privacy fenced yard...Garage has been converted into a in-law or guest suite.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,292
Status:
Active
MLS#:
O5926423
Type:
Single Family
Subdivision:
CHARMONT
Lot size:
0.35 Acres
Year built:
1950
A broker reciprocity listing Courtesy: CORCORAN PREMIER REALTY
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Come and experience this charming and meticulously maintained two bedroom home, located in the heart of Olde Winter Park. Located just minutes from Park Avenue, walk or ride your bike to one of many boutique shops and fine dining restaurants. This home features beautiful hardwood floors throughout and a spacious living room with a cozy wood-burning fireplace surrounded by custom built-ins. The expansive master suite is equipped with a walk-in closet and a large master bath. This home also includes a second, generously sized bedroom. The light and bright eat in kitchen has been updated with newer appliances and is perfect for entertaining. The large fenced yard has a covered brick patio and lawn service and pest control are included. One car garage with a separate laundry room provides great additional storage space. This home is move-in ready and will not last long!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,076
Status:
Active
MLS#:
O5926474
Type:
Townhouse
Subdivision:
ENCLAVE AT HAWKS CREST
Lot size:
0.15 Acres
Year built:
2019
A broker reciprocity listing Courtesy: REAL PROPERTY MANAGEMENT & REALTY INC
View additional info

This 3 bedroom, 2.5 bathroom townhouse is located in the gated community of Hawks Crest along the southern shores of beautiful Lake Howell, this ideal location provides easy access to major employment sectors and desirable Winter Park shopping and dining destinations including Park Avenue and Winter Park Village. The home has an open floor plan with tile flooring throughout the downstairs living area. The upgraded kitchen features 42" cabinets, granite counter tops, stainless steel appliances, tiled back splash, island, and pantry with plenty of storage. Upstairs you will find the carpeted bedrooms and master suite with dual sinks, walk in shower, and a walk-in closet. Additional home features include a 2 car garage, patio with quiet backyard area, and utility closet that houses the washer/dryer. Community features include a pool and cabana, park, and playground. Small pets under 30 lbs. 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.:
1,429
Status:
Active
MLS#:
O5926327
Type:
Single Family
Lot size:
0.28 Acres
Year built:
1952
A broker reciprocity listing Courtesy: RE/MAX TOWN CENTRE
View additional info

Location is the key. This home is full updated. Centrally located in the heart of the Winter Park area with all shopping and restaurants conveniently in the area. HUGE backyard for either a landscape business for vehicles, or for pets to run around.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,152
Status:
Active
MLS#:
O5926194
Type:
Single Family
Subdivision:
SLOVAK VILLAGE
Lot size:
0.45 Acres
Year built:
1950
A broker reciprocity listing Courtesy: HOMEVEST REALTY
View additional info

This updated 50's style 2/2 has lots of character! Large covered front porch. Room for boat or RV. Lawn Service provided. Large detached Workshop/garage. Large Bedrooms. Vinyl Planks and real hardwood floors throughout. This centrally located Seminole County address is near Howell Branch and 436.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,633
Status:
Active
MLS#:
O5925052
Type:
Single Family
Subdivision:
WATERBRIDGE
Lot size:
0.2 Acres
Year built:
1986
A broker reciprocity listing Courtesy: REAL ESTATE FIRM OF ORLANDO
View additional info

Great location - located in an excellent school district, close to Winter Park hospital, shopping etc. House is sure to please with its many upgrades. Features include a private courtyard, split bedroom plan, custom wood shutters, custom cabinetry in the great room, ceiling fans, hardwood floors and more. Refrigerator and dishwasher are approximately one year old and range is natural gas. Lush landscaping is in the private courtyard and backyard which the owner will maintain and the irrigation system is on a well. Renter's insurance is required.

Beds:
2
Baths:
1.00
Sq.Ft.:
1,238
Status:
Active
MLS#:
O5925288
Type:
Single Family
Subdivision:
CARVER TOWN
Lot size:
0.14 Acres
Year built:
1950
A broker reciprocity listing Courtesy: FLORIDA ONE REAL ESTATE LLC
View additional info

Cute bungalow in Winter Park. The enclosed entranceway has windows that bring in a lot of light which could be used as an office or sitting area to read a book. Walk into the Living/Dining area which opens to the kitchen. The kitchen has been updated with stainless steel appliances, granite countertops, wood cabinets, a natural gas range, and a breakfast bar. The inside utility closet with washer and dryer is discreetly adjacent to the kitchen. The family room has skylights and French doors. The bathroom was also been updated replacing the bathtub with a shower. The large fenced-in backyard has a standalone utility shed. Come live and play in Winter Park, just a short distance to Winter Park Village, Park Avenue, public transit, the Sunrail, the Winter Park golf course, and much more.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,378
Status:
Active
MLS#:
O5925154
Type:
Townhouse
Subdivision:
ENCLAVE AT HAWKS CREST
Lot size:
0.06 Acres
Year built:
2021
A broker reciprocity listing Courtesy: INTOP REALTY LLC
View additional info

This immaculate 3 bed 2.5 bath townhome will be ready to move-in on February 22. Massive 23x14 Master bedroom. Open concept family room opens to the kitchen / nook area. The downstairs dining area could be used as an office / den or add a closet for a 4th bedroom. A large loft is great for a computer area / play area. The Master bedroom has an oversized walk-in closet... ALL bedrooms have walk-in closets! Extra storage closets on both floors. The home is across from the pool and community facility. A few minutes to Costco, Super Target, Full Sail University, and shopping plazas. Short drive to Winter Park Village and Rolling's College. Hospitals are nearby. Come and see your new home today.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,031
Status:
Active
MLS#:
O5924981
Type:
Townhouse
Subdivision:
HIDDEN OAKS CONDO PH 09
Lot size:
5.93 Acres
Year built:
1984
A broker reciprocity listing Courtesy: LA ROSA REALTY, LLC
View additional info

New remodeling 2 master bedrooms upstairs and one half bathroom downstairs. 2 parking lots in the front of property.No pets.

Beds:
2
Baths:
2.00
Sq.Ft.:
987
Status:
Active
MLS#:
O5924867
Type:
Condo
Subdivision:
FOUR SEASONS CONDO
Lot size:
19.03 Acres
Year built:
1970
A broker reciprocity listing Courtesy: WINTER PARK REAL ESTATE CO LLC
View additional info

Winter Park- 2/2 Ground Floor / Lakemont and Aloma Area...Location: Four Seasons Condo Assn...Relaxation and Recreation can be found in 2-bedroom/2-bath traditional condo in Winter Park. Great features include a casual living room, captivating dining room, master bedroom with en-suite, walk-in closet. Kitchen with appliances included. Convenient car parking right outside your door. Brookshire Elementary School, Glenridge Middle, and Winter Park High School. Rent Includes Water, Sewer, Garbage Collection, 3 Pools, Lawn Maintenance, Tennis Courts, Shuffleboard, and Car Wash Area. Beautiful grounds-resort like living. FIRST FLOOR CONDO...CONVENIENT TO SHOPS, CADY WAY TRAIL, PARKS, WINTER PARK MEMORIAL HOSPITAL, SCHOOLS (ROLLINS COLLEGE, UCF & FULL SAIL) AND PARK AVE. Available Date: ASAP Minimum / Lease: 1 year / Included Utilities: Water, Sewer, Trash and Pest Control...Appliances included: Refrigerator- Dishwasher- Washer/Dryer hook-ups...HOA Amenities -On-site Laundry -On-site Manager -Clubhouse - 3 Swimming Pools -Tennis court -Guest Parking

Beds:
1
Baths:
1.00
Sq.Ft.:
756
Status:
Active
MLS#:
O5924556
Type:
Townhouse
Subdivision:
WINTER PARK WOODS CONDO
Lot size:
0.2 Acres
Year built:
1974
A broker reciprocity listing Courtesy: PREMIUM PROPERTIES R.E SERVICE
View additional info

Beautifully renovated first-floor apartment is available for rent immediately. New cabinets and new appliances, including a dishwasher and over-the-counter microwave make the kitchen very efficient. The kitchen counter opens up to an ample living/dining area, with extra closet space for storage. The sliding door opens up to a covered patio without an adjacent building, which allows you to enjoy the view and extra natural light. The utility room is out by the patio with plenty of storage space and hosts a brand new full-size washer and dryer. The main bedroom has plenty of space and can accommodate a king-size bed. The entire apartment features convenient tile floorings. The community is close to many shops, minutes away from Full Sail University. Small pets are allowed with an additional pet fee of $350. Condo community applications are required.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,031
Status:
Active
MLS#:
O5924293
Type:
Condo
Subdivision:
HIDDEN OAKS CONDO PH 10
Lot size:
2.13 Acres
Year built:
1984
A broker reciprocity listing Courtesy: 407 PROPERTIES
View additional info

Available for immediate move in!! 2 story charming condo with 2 bedrooms & 2 and a half bathrooms located in Hidden Oaks in Winter Park! Dual-master setup with two side by side master-suites for luxury living. Features a fenced patio, tile throughout the first floor and bathrooms, and laminate wood in bedrooms. All bedrooms are located on the 2nd floor. The kitchen has all appliances included and cabinets with plenty of storage space. The washer and Dryer are included. Hidden Oaks community offers many amenities such as a clubhouse, pool, and playground. Conveniently located minutes from Downtown Orlando, major roads, shopping, and schools. 1 Car Max as parking is limited per unit. All applicants are required to do a credit and background check and renters insurance are required. No pets, please.

Beds:
2
Baths:
1.00
Sq.Ft.:
710
Status:
Active
MLS#:
O5924182
Type:
Condo
Subdivision:
LAKE KILLARNEY CONDO
Lot size:
0.28 Acres
Year built:
1960
A broker reciprocity listing Courtesy: PALMANO GROUP RE BROKERAGE LLC
View additional info

Lake front unfurnished two bedroom, one bath condo located on a beautiful Lake Killarney. Unit has washer and dryer, central AC and new walk-in shower. Community features lakefront pool, private park with grills, tables and chairs for viewing spectacular sunsets, boat dock and launch where you can fish, canoe, wakeboard, waterski. Short walk to Winter Park Village and Trader Joe's and close to downtown Winter Park, Valencia College, Rollins College, downtown Orlando.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,379
Status:
Active
MLS#:
O5924175
Type:
Condo
Subdivision:
WINTER PARK GARDENS CONDO
Lot size:
0.1 Acres
Year built:
1964
A broker reciprocity listing Courtesy: KELLY PRICE & COMPANY LLC
View additional info

55+ Condo Rental in Winter Park! Lovely 3 bedroom, 2.5 bath second-floor unit with water views. Split-plan interior with large living/dining room and kitchen. Enclosed sunroom overlooks the community pond and gardens. Each bedroom is spacious in size and has ample closet space. Parquet floors in living/dining room with carpet in the bedrooms. HOA approval is required. Water, grounds maintenance, and community amenities included in rent. 1-reserved parking spot also included. Close to Park Avenue, the Winter Park Tennis Courts, Mead Gardens, and so much more. Available for immediate occupancy with one month's security deposit. No pets and no smoking.

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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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