Active

Overview

  • Updated On:
  • April 21, 2025
  • 4 Bedrooms
  • 2.5 Bathrooms
  • 2,220.00 ft2

1585 CHESTNUT AVENUE, WINTER PARK

$ 1,100,000
1585 CHESTNUT AVENUE, ,

Overview

  • Updated On:
  • April 21, 2025
  • 4 Bedrooms
  • 2.5 Bathrooms
  • 2,220.00 ft2

Property Description

Charming Spanish-Style Bungalow with Private Oasis in the Heart of Winter Park. Step into the elegance of Old Florida with this exquisite Spanish-style bungalow, nestled in Winter Park. Offering the perfect blend of historic charm and modern luxury, this 4-bedroom, 2.5-bath retreat is a hidden gem surrounded by lush, mature landscaping, creating a private sanctuary just minutes from the best Winter Park has to offer. From the moment you arrive, you’ll be captivated by the stunning curb appeal, featured on the front cover of Home & Garden magazine. The beautifully maintained exterior, with its 2023 terracotta-styled flat roof sets the stage for what lies within. Inside, timeless character meets contemporary upgrades. French terracotta flooring, antique hardware, and neutral warm tones create an inviting atmosphere, while thoughtful renovations ensure every modern convenience is at your fingertips. The kitchen is a chef’s dream, boasting vanilla quartz countertops with gold flecks, beautifully complementing the bronze accents and upgraded appliances. The open-concept design seamlessly connects the kitchen, dining, and living area ideal for entertaining. For more intimate gatherings, unwind in the spacious family room or soak in the natural light from the attached sunroom, which overlooks the lush backyard retreat. Step outside to a tranquil space perfect for morning coffee or evening cocktails, all while enjoying the peaceful sounds of nature. The pool and jacuzzi (new heater installed in 2021) add a touch of resort-style living, surrounded by meticulously curated landscaping with extensive landscape lighting (2022) that enhances the homes enchanting ambiance. Situated in a vibrant, walkable neighborhood known for its tree-lined streets and friendly atmosphere, this home is just a short stroll to Lake Knowles, the YMCA, and Phelps Park. Bring your golf cart and enjoy easy access to Interlachen Golf & Country Club or the Winter Park Racquet Club. Plus, you’re less than a mile from the newly renovated Winter Park Hospital and just minutes from Park Ave world-class dining and shopping. Top-rated schools: Zoned for Lakemont Elementary, Maitland Middle, and Winter Park High School. This rare, character-filled home offers a perfect blend of privacy, luxury, and location. Don’t miss your chance to own a piece of Winter Parks most desirable neighborhood!

Address: 1585 CHESTNUT AVENUE
State/County:
Zip: 32789
Country: US
Open In Google Maps
Property Id : 932656
Price: $ 1,100,000
Property Size: 2,220.00 ft2
Property Lot Size: 0.17 ft2
Rooms: 10
Bedrooms: 4
Bathrooms: 2.5
BathroomsFull: 2
BathroomsHalf: 1
BathroomsTotalDecimal: 2.5
BridgeModificationTimestamp: 2025-04-21T11:05:29.686Z
BuildingAreaTotal: 2631
CoListAgentFullName: Janice Goulder
CoListAgentMlsId: 261224264
CoListOfficeMlsId: 261012230
CoListOfficeName: KELLER WILLIAMS WINTER PARK
CommunityFeatures: Sidewalks
ConstructionMaterials: Block,Stucco
ContractStatusChangeDate: 2025-02-13
Cooling: Central Air
CoveredSpaces: 1
CumulativeDaysOnMarket: 65
DaysOnMarket: 65
DirectionFaces: South
Directions: From Park Ave head North to Palmer, then East to Temple Drive, Right on Chestnut, Home sweet home on Left
ElementarySchool: Lakemont Elem
Fencing: Wood
Flooring: Brick/Stone,Carpet,Ceramic Tile
FoundationDetails: Slab
GarageSpaces: 1
Heating: Central
HighSchool: Winter Park High
IDXParticipationYN: 1
InternetAddressDisplayYN: 1
InternetAutomatedValuationDisplayYN: 1
InternetConsumerCommentYN: 1
InternetEntireListingDisplayYN: 1
LaundryFeatures: In Garage
LeaseConsideredYN: 1
Levels: One
ListAOR: Orlando Regional
ListAgentAOR: Orlando Regional
ListAgentEmail: [email protected]
ListAgentFullName: Ashley Landers
ListAgentKey: 520ddc8f3e8e22c4da9e7652954ec000
ListAgentMlsId: 261224129
ListAgentPreferredPhone: 407-429-8559
ListOfficeKey: 356aadb55f80014538416afe1503da5c
ListOfficeMlsId: 261012230
ListOfficeName: KELLER WILLIAMS WINTER PARK
ListOfficePhone: 407-545-6430
ListingContractDate: 2025-02-05
ListingId: O6280166
ListingKeyNumeric: 747646690
ListingTerms: Cash,Conventional,FHA,VA Loan
LivingAreaSource: Public Records
LivingAreaUnits: Square Feet
LotSizeArea: 7492
LotSizeSquareFeet: 7492
LotSizeUnits: Square Feet
MLSAreaMajor: 32789 - Winter Park
MiddleOrJuniorSchool: Maitland Middle
MlsStatus: Active
ModificationTimestamp: 2025-04-21T11:01:52.387Z
OnMarketDate: 2025-02-13
OriginalEntryTimestamp: 2025-02-13T16:34:19.513Z
OriginalListPrice: 1250000
OriginatingSystemKey: stellar
OriginatingSystemName: Stellar MLS
OtherStructures: Outdoor Kitchen
Ownership: Fee Simple
ParcelNumber: 322130453601120
PhotosChangeTimestamp: 2025-02-13T16:39:05.030Z
PhotosCount: 45
PoolFeatures: In Ground
PostalCodePlus4: 1605
PriceChangeTimestamp: 2025-04-21T11:01:52.387Z
RoadSurfaceType: Brick
Roof: Membrane,Tile
STELLAR_ActiveOpenHouseCount: 2
STELLAR_AdditionalLeaseRestrictions: SEE WINTER PARK LEASE RESTRICTIONS
STELLAR_AlternateKeyFolioNum: 302132453601120
STELLAR_CalculatedListPriceByCalculatedSqFt: 495.5
STELLAR_ContractStatus: Inspections
STELLAR_CreateAutomaticVirtualTourYN: 1
STELLAR_CurrentPrice: 1100000
STELLAR_DPRURL: https://www.workforce-resource.com/dpr/listing/MFRMLS/O6280166?w=Agent&skip_sso=true
STELLAR_DPRURL2: https://www.workforce-resource.com/dpr/listing/MFRMLS/O6280166?w=Customer
STELLAR_DaystoContract: 9
STELLAR_ExpectedClosingDate: 2025-03-14T04:00:00.000Z
STELLAR_FloodZoneCode: x
STELLAR_GreenVerificationCount: 0
STELLAR_LeaseRestrictionsYN: 1
STELLAR_ListOfficeContactPreferred: 407-545-6430
STELLAR_ListOfficeHeadOfficeKeyNumeric: 1052435
STELLAR_ListSource: MATRIX
STELLAR_ListSourceOriginal: MATRIX
STELLAR_MinimumLease: 1 Month
STELLAR_MlsMajorChangeType: Price Decrease
STELLAR_OfficeIDXOfficeParticipationYN: 1
STELLAR_OfficeSyndicateTo: Apartments.com,International MLS,Realtor.com,Zillow Rental,SkySlope Offers
STELLAR_OpenHouseCount: 2
STELLAR_PreviousStatus: Pending
STELLAR_RATIO_CurrentPrice_By_CalculatedSqFt: 495.5
STELLAR_ShowingRequirements: Combination Lockbox,Go Direct,Lockbox - Coded
STELLAR_ThirdPartyYN: 1
STELLAR_TotalAcreage: 0 to less than 1/4
STELLAR_TotalAnnualFees: 0
STELLAR_TotalMonthlyFees: 0
STELLAR_WaterfrontFeetTotal: 0
Sewer: Public Sewer
SourceSystemKey: 747646690
SpaFeatures: In Ground
SpecialListingConditions: None
StateOrProvince: FL
StatusChangeTimestamp: 2025-02-16T20:31:53.730Z
StoriesTotal: 1
StreetName: CHESTNUT
StreetNumber: 1585
StreetNumberNumeric: 1585
StreetSuffix: AVENUE
TaxAnnualAmount: 13769.08
TaxBlock: 1
TaxBookNumber: K-4
TaxLegalDescription: LAKE KNOWLES TERRACE K/4 LOT 12 BLK 1
TaxLot: 12
TaxYear: 2024
Utilities: Electricity Connected,Sewer Connected,Water Connected
WaterSource: Public
YearBuilt: 1959
Zoning: R-1A
FeedTypes: IDX
Other Features
Ceiling Fan(s)
Dishwasher
Disposal
Electric Water Heater
Garage Attached
Garden
Has Cooling System
Has Garage
Has Heating System
Has Pool
Irrigation System
Lighting
Open Floorplan
Outdoor Kitchen
Primary Bedroom Main Floor
Private Mailbox
Rain Gutters
Sidewalk
Spa
Walk-In Closet(s)
Fri 25 Apr
Sat 26 Apr
Sun 27 Apr
Mon 28 Apr
Tue 29 Apr
Wed 30 Apr
Thu 01 May
Fri 02 May
Sat 03 May
Sun 04 May
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