Location: Winter Park
Keyword(s): Edgewater High
Keyword(s) High School: Edgewater High
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344 STARLING RD, WINTER PARK, FL 32789
$4,5001 Day on yellowkey MLS ID: O6424771
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1345 Built: 1953Community: Flamingo ShoresSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:
Elementary School: Killarney Elem
High School: Edgewater High
Tax Year:
Middle School: College Park Middle
Remarks: For Rent – Beautifully Updated Home Near Lake Killarney! Located just minutes from Downtown Winter Park, Park Avenue, I-4, and Maitland, this beautifully updated home offers convenient access to nearby shops and dining. The 3-bedroom, 3-full-bath layout features open living spaces and modern finishes throughout. LVP flooring flows through the entire home, complemented by fresh paint, abundant natural light, and designer fixtures. The kitchen boasts a large island and nicely appointed stainless steel appliances, perfect for everyday living and entertaining alike. The primary bedroom offers plenty of space and direct access to the covered patio. Its en suite bath is a true spa retreat, featuring a floating vanity, luxurious soaking tub, walk-in shower, and an expansive walk-in closet. Two comfortably sized guest bedrooms share an updated hall bath. Situated on a spacious quarter-acre lot, the home includes a large fenced backyard with a deck, ideal for outdoor entertaining and relaxation. Lawncare is included. Available August 1, 2026. Rent is $4,500/month with a $5,000 security deposit. Pets will be considered and are subject to owner approval; a $500 non-refundable pet deposit is required. Application fee is $50 per adult. Schedule your showing today!
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Kelly Price (407-645-4321)
151 N ORLANDO AVE #238, WINTER PARK, FL 32789
$2,60035 Days on yellowkey MLS ID: O6415735
REDUCED by $150 (5.5%) on 07/11/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 768 Built: 1960Community: Lake Killarney CondoCondo
Remarks: Experience lakefront living at its finest in this exceptional Winter Park condo overlooking beautiful Lake Killarney. Enjoy breathtaking sunset views from your private waterfront retreat, complete with access to a community dock, private boat ramp, and a fenced lakeside pool perfect for relaxing and entertaining. Ideally located just minutes from the heart of Winter Park, this home offers unparalleled walkability. Stroll to Park Avenue's renowned boutiques, restaurants, and nightlife, catch a movie at Regal Cinemas, or conveniently shop at Publix and Trader Joe's. With countless restaurants, bars, and everyday amenities just steps away, you'll enjoy the perfect blend of tranquil waterfront living and vibrant urban convenience. Whether you're boating on the lake, lounging by the pool, or taking in the spectacular evening sunsets, this is a rare opportunity to enjoy one of Winter Park's most desirable waterfront lifestyles.
Listing is courtesy of: COLONIALTOWN REALTY (407-896-7300)
Listing Agent: Alexander Scures (407-925-5338)
1830 STAUNTON AVE, WINTER PARK, FL 32789
$3,2005 Days on yellowkey MLS ID: O6424087
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1774 Built: 1952Community: Karolina On KillarneySpa: NoSingle Family
Remarks: STYLISH, STUNNING AND RENOVATED TO THE NINES. This 3-bedroom, 2.5-bath Winter Park home has great access to Interstate-4 and both Winter Park and Orlando downtown areas. With all interior spaces updated, this fantastic home is almost totally rebuilt with brand new electrical, plumbing, heating and air, ductwork, roof, flooring and Energy Star doors and windows. In addition to the 3 upstairs bedrooms, the downstairs has a bonus room which is perfect for a den or playroom and a convenient interior laundry room. The lot is 6,750 sqft and is fenced and gated (electronic with remotes) offering a nice new patio of clay pavers, a carport, and large backyard. This 1,774 sqft of living space is perfect for the tenant who wants quality, style and convenient location. This one is MOVE IN READY AND WAITING FOR YOU. There is a $99 for each adult application fee and once approved the first & last month’s rent will be due along with the security deposit and any applicable pet fee and deposit.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Johnny Hurlburt (407-579-3168)
630 KILLARNEY BAY CT #3, WINTER PARK, FL 32789
$2,69513 Days on yellowkey MLS ID: O6421961
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1428 Built: 1986Community: Killarney Bay CondoCondo
Remarks: Lakefront townhome in desirable Killarney Bay directly on Lake Killarney, offering 2 bedrooms, 2.5 baths, and a one-car carport. This spacious residence features an open living and dining area that flows to a screened porch, perfect for relaxing and enjoying tranquil lake views in a well-maintained complex. Both bedrooms are upstairs for privacy, each with its own bath. A convenient half bath is on the main level for guests. Enjoy community amenities including a swimming pool and a waterfront deck just 30 feet away, ideal for soaking in sunsets and lakeside breezes. All of this in an unbeatable location, just minutes from Winter Park Village, Trader Joe’s, Whole Foods, Park Avenue, dining, and shopping, with easy access to major roads for commuting.
Listing is courtesy of: FLORIDA ONE REAL ESTATE LLC (407-599-7070)
Listing Agent: Anthony Consalvo (407-599-7070)
240 ORANGE TERRACE DR, WINTER PARK, FL 32789
$3,00015 Days on yellowkey MLS ID: O6421116
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1718 Built: 1955Community: Orange TerraceSingle Family
Middle School: Robinswood Middle
Remarks: Spacious 4 bedroom, 2 bath home in a quiet neighborhood just minutes from I-4 and Fairbanks. Convenient to downtown Orlando, Winter Park Village, shopping, dining, and schools. Open split floor plan, with three comfortable bedrooms on one side and a large master suite on the other. Inside laundry room, ample parking spaces, fenced in side yard, all updated with modern finishes and move in ready.
Listing is courtesy of: A+ REALTY PROFESSIONALS, INC (407-702-5243)
Listing Agent: Susan Pinnock (407-435-9125)
1695 LEE RD #A101, WINTER PARK, FL 32789
$1,69521 Days on yellowkey MLS ID: O6419704
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1149 Built: 1966Community: Waterfall CoveCondo
Elementary School: Hungerford Elem
Remarks: Vacant! Great location! Must See! New paintinf interior, and new carpet. The best area at Winter Park, close to major shoppiing center, Basic tenant requirements: 650+ credit score, no BAD history, no BAD rental history, income 3 times monthly rent as a household. FIRST, LAST and SECURITY DEPOSIT MAY required.
Listing is courtesy of: CINO INTERNATIONAL INC (407-354-3318)
Listing Agent: Daniel Zheng (407-683-1881)
150 KILLARNEY BAY CT #5-5, WINTER PARK, FL 32789
$2,45014 Days on yellowkey MLS ID: O6421106
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1140 Built: 1986Community: Killarney Bay CondoCondo
Remarks: Welcome to this beautifully updated first-floor 2-bedroom, 2-bath condo in the highly desirable Killarney Bay community in Winter Park, offering a perfect blend of comfort, style, and lakefront living. Step inside to an inviting open-concept layout filled with natural light and designed for both everyday living and entertaining. The modern kitchen features upgraded cabinetry, sleek countertops, and newer appliances, making it as functional as it is stylish. The spacious living and dining areas flow seamlessly, leading to a relaxing setting just steps from Lake Killarney, a fishing dock, and serene water views—perfect for enjoying Florida living at its best. The primary suite offers a private retreat with a custom-tiled walk-in shower, while both bedrooms feature cozy carpet flooring for added comfort. The main living areas are finished with durable vinyl flooring, combining style and easy maintenance. Additional highlights include a full-size washer and dryer in a dedicated laundry room, generous storage, and the convenience of first-floor access. Located just minutes from shopping, dining, and major roadways, and zoned for sought-after schools, this home offers both lifestyle and location. Residents can enjoy a community pool overlooking Lake Killarney, along with kayak and paddleboard storage for easy access to the water. Just minutes from Winter Park Village, Trader Joe’s, and a wide selection of dining and shopping, with quick access to I-4, this location truly stands out. Schedule your showing today! Top Rated Schools* Killarny Elementary School Collage Park Middle School Edgewater High School *Please verify schools with Orange County School District Criteria for approval: • $100 application fee per adult • HOA approval required • 580+ credit score (Low score thanks to medical or student loans? You may still qualify with a higher deposit. (Please refer to the flyer for specific information.) • Income must be 2.5x rent • No evictions or unpaid rent • Background checks are done on all adults. We are HUD compliant in our review process. For details refer to Qualification Criteria Flyer included in photos. Move-In Cost Breakdown: • $2450 Security Deposit (Due immediately! Home is only held for you after deposit has been paid!) • $2450 First month’s rent+ fees due (Due 10 days before move-in) Proration applies to month #2. • $125 Admin Fee - This fee will increase if you need to rush the move in. Monthly Fees (in addition to rent): • $65 Internet (1 Gig!) Discounted rate for Supercharged Spectrum WiFi courtesy of Rent Prosper perks( Optional) • $55 Resident Benefit Package - Includes the required renter’s insurance, as well as pest control, AC filters, and other magical adulting tools. • $2 Transaction Fee • Pet Rent (if applicable) — Pets must be approved through petscreening and Community association). ? All pet/ESA/no-pet declarations go through petscreening Total Monthly Charges: $2,622 Includes Rent, Electric Fee, Resident Benefit Package, Lawncare and Transaction Fee)
Listing is courtesy of: RP INVESTMENT REALTY LLC (407-283-7133)
Listing Agent: Giovanna D'Alessandro (609-840-7000)
503 KILSHORE LN, WINTER PARK, FL 32789
$2,05044 Days on yellowkey MLS ID: O6412456
REDUCED by $200 (8.9%) on 06/24/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1125 Built: 1952Community: NoneSpa: NoSingle Family
Middle School: None
Remarks: LOCATION! LOCATION! LOCATION! Home well positioned on large 0.28 acre lot in 32789. Gorgeous two bedroom home right in the heart of Winter Park , that just had a new roof put on.. At just a ten minute drive from Orlando, this home is in a very convenient location for anyone who wants to be in and out of the city whenever they'd like. Beautiful interior, with original wood flooring throughout. Tile in the spacious open kitchen that opens into the living room, giving this home a wide-open layout. Enjoy, the peaceful, secluded feeling when lounging on the deck in the generous backyard during warm summer nights. Large, fenced backyard. Lake Killarney access for kayaking and canoeing.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Vincent Paige, Pa (407-256-8190)
438 LAKEVIEW AVE, WINTER PARK, FL 32789
$3,200103 Days on yellowkey MLS ID: O6396001
REDUCED by $200 (5.9%) on 05/06/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1250 Built: 1947Community: Killarney EstatesSingle Family
Remarks: Bring your boat and discover this charming Winter Park gem, perfectly nestled on a quiet, desirable brick-lined street. This inviting 2-bedroom, 1-bath home features beautiful hardwood floors and a warm, welcoming feel throughout. Enjoy a lakefront yard feet from the house that offers peaceful water views and the perfect setting for outdoor living. Step outside to an amazing backyard complete with a cozy firepit and large privacy bushes that create a secluded, tranquil retreat—ideal for relaxing evenings or entertaining guests. With a deeded dock and boat lift, you’ll have direct access to the Lake Killarney lifestyle you’ve been dreaming of. Come see this special home and start enjoying the lake life you deserve!
1695 LEE ROAD RD #C110, WINTER PARK, FL 32789
$1,400160 Days on yellowkey MLS ID: O6377466
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 638 Built: 1966Condo
Remarks: Spacious first floor unit in Waterfall Cove 1 bedroom, charming residential unit , This inviting space offers a comfortable layout with plenty of natural light. Conveniently located near shops, restaurants and parks. It is perfect for enjoying the Winter park lifestyle.
Listing is courtesy of: EMPIRE NETWORK REALTY (407-440-3798)
Listing Agent: Yigit Orer (407-948-5347)
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