Location: Highland Park Sub, Lake Wales
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1238 S HIGHLAND PARK DR, LAKE WALES, FL 33898
$675,00010 Days on yellowkey MLS ID: TB8495151
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2816 Built: 1926 Tax: $7,486 (2025)Community: Highland Park SubSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$7,486
Elementary School: Polk Avenue Elem
High School: Lake Wales Senior High
Tax Year: 2025
Middle School: Mclaughlin Middle
Remarks: Welcome to the lake life you’ve been waiting for on Lake Easy — a true ski lake where every day feels like a getaway. This is more than a home…it’s a lifestyle. From the moment you step outside, you’re stepping into direct, ready-to-enjoy waterfront living with your private dock and covered boat lift, making it effortless to get on the water for skiing, boating, or sunset cruises. No waiting, no permitting, no additional expense — it’s all already in place and ready to use. Inside, the home offers a rare blend of timeless character and thoughtful updates. Original wood floors and architectural details bring warmth and charm, while a remodeled kitchen and approximately $100,000 in improvements create a move-in ready experience that still honors the home’s character. A newer roof adds peace of mind and long-term value, especially in today’s insurance-conscious market. A standout feature of the home is the flexible guest suite layout, offering a private bedroom, laundry area, and separate living space ideal for a sitting room or office. This area can be closed off from the main home, making it perfect for guests, multigenerational living, or future income potential. With existing plumbing in place, there is also the opportunity for a buyer to add a private bathroom and create a true independent suite. Days are spent on the water, afternoons by the pool, and evenings watching the sky light up over the lake. Whether you're looking for a full-time residence, a weekend escape, or a property that offers both lifestyle and flexibility, this home delivers. Located outside of a high-risk flood zone, this property also offers added peace of mind and affordability advantages for today’s buyers. If you’ve been searching for true Florida lake living with character, modern updates, and room to grow — this is the one.
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: Sandi Mcglathery (813-719-0358)
1854 HIGHLAND PARK DR S #A-F, LAKE WALES, FL 33898
$824,900758 Days on yellowkey MLS ID: K4902471
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 4264 Built: 1923 Tax: $12,067 (2025)Community: Highland Park SubMulti-Family 5+
Taxes:$12,067
Elementary School: None
High School: None
Middle School: None
Remarks: Unique opportunity to own a true LAKEFRONT 6 unit income property! With 100 feet of frontage on Lake Easy and a large one acre lot, this 4660+ square foot Multi-Family property has something to offer for everyone. Located in the quaint village of Highland Park, this location features a community park, walkable streets for afternoon or morning strolls, old growth and mature landscaping everywhere with that nostalgic feeling of a true neighborhood. Access to Lake Easy provides both fishing and recreation with its sandy bottom and panoramic views. This one-of-a-kind property is a must see to appreciate. All units have leases in place with a total monthly income generating approx. $6850. There are two 2 bedroom/2 bath downstairs units, both lakefront; two upstairs 1 bedroom/1 bath units, both lakefront; and 2 studio units, with no lakefront views. Most units have been recently updated, with only 1 unit needing to be refreshed when there is a tenant turnover (which is rare!)
Listing is courtesy of: LEGACY REAL ESTATE CENTER INC (863-676-0200)
Listing Agent: Dolores Vogel (863-632-5573)
1938 HIGHLAND PARK DR S, LAKE WALES, FL 33898
$799,900 MLS ID: K4903135
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2590 Built: 1978Community: Highland Park SubSingle Family
Taxes:
Tax Year:
Remarks: Discover a rare opportunity in the quaint Village of Highland Park, one of Florida’s oldest and most charming, incorporated communities. This extensively renovated estate combines timeless elegance with modern comfort, offering an unparalleled lakefront lifestyle on the pristine shores of Lake Easy. Set on a rare, expansive parcel just off Lake Easy, this stunning contemporary pool home offers privacy, panoramic water views and soulful Florida sunsets. Nearly completely updated, the residence boasts soaring 10+-foot ceilings throughout, an open, flowing floorplan ideal for entertaining, and generous covered porches that frame the lake views. The home features floor to ceiling windows making light-filled living spaces and a seamless transition to the outdoor oasis. The pool and patio area are positioned to capture dramatic sunsets across Lake Easy. The property sits on over 4.5 acres grounds with deep lake frontage and lush, mature landscaping that provides both privacy and unmatched recreational potential. Rare in this market, this home is a turnkey blend of luxury, comfort, and classic Florida lakeside living.
Listing is courtesy of: WESTLAKE REAL ESTATE CO., INC. (863-676-8058)
Listing Agent: Christopher Gravel (863-528-1571)
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