23$365,000
3 bd · 3 ba · 1,866 sqft
7560 Aloma Pines Ct, Winter Park, FL
Jessica Macias · KELLER WILLIAMS ADVANTAGE III
Homes Under $1.25M in Winter Park, FL
Hide MapHomes Under $1.25M in Winter Park, FL
24 of 244 Listings
23$365,000
3 bd · 3 ba · 1,866 sqft
7560 Aloma Pines Ct, Winter Park, FL
Jessica Macias · KELLER WILLIAMS ADVANTAGE III
New$850,000
3 bd · 2 ba · 1,639 sqft
100 S Interlachen Ave #401, Winter Park, FL
Mary Colton · FANNIE HILLMAN & ASSOCIATES
New32$169,900
1 bd · 1 ba · 645 sqft
2500 Lee Rd #123, Winter Park, FL
Scott Sheldon · HOME WISE REALTY GROUP, INC.
New39$439,900
4 bd · 2 ba · 1,624 sqft
3150 Shady Pine Ave, Winter Park, FL
Sarita Cabrera · WATSON REALTY CORP
25$290,000
2 bd · 3 ba · 1,133 sqft
188 Sandlewood #1, Winter Park, FL
Tom Noelke · NOELKE REALTY
New14$448,000
3 bd · 1 ba · 1,304 sqft
712 Baffie Ave, Winter Park, FL
George Bateman, III · RP INVESTMENT REALTY LLC
New21$399,900
3 bd · 2 ba · 1,247 sqft
5405 Justine Way, Winter Park, FL
Yanira Suarez · LPT REALTY, LLC
40$159,000
1 bd · 1 ba · 793 sqft
200 Saint Andrews Blvd #704, Winter Park, FL
Alexis Jacobsen · EXP REALTY LLC
5$5,000
3 bd · 2 ba · 1,229 sqft
1187 Sawmill Court, Winter Park, FL
Jaime L Boone · Jaime L Boone LLC
15$850,000
4 bd · 3 ba · 2,301 sqft
870 N Phelps Ave, Winter Park, FL
Christina Frucci · RE/MAX TOWN & COUNTRY REALTY
39$364,900
3 bd · 3 ba · 1,872 sqft
7498 Aloma Pines Ct, Winter Park, FL
Marian Coaxum · KELLER WILLIAMS REALTY AT THE PARKS
33$724,900
4 bd · 3 ba · 1,692 sqft
266 N Ranger Blvd, Winter Park, FL
Moises Rivera · ELITE PROPERTY REAL ESTATE LLC
46$950,000
3 bd · 3 ba · 1,957 sqft
1256 S Pennsylvania Ave #9, Winter Park, FL
Drew Henner · PREMIER SOTHEBY'S INTL. REALTY
24$140,000
2 bd · 1 ba · 881 sqft
1695 Lee Rd #C206, Winter Park, FL
Ingrid Garcia Rodriguez · INVESTMENT REALTY
55$410,500
4 bd · 2 ba · 1,301 sqft
7786 Fox Knoll Pl, Winter Park, FL
Eric Senate · NIZZ REALTY INC
13$100,000
1 bd · 1 ba · 785 sqft
173 Scottsdale Sq #173, Winter Park, FL
Paola Jimenez · AXEN REALTY, LLC
28$769,900
3 bd · 3 ba · 2,145 sqft
1003 Golfside Dr, Winter Park, FL
Lina Paeres · QP HOMES REALTY LLC
31$265,000
2 bd · 2 ba · 908 sqft
1250 S Denning Dr #119, Winter Park, FL
Justin McCarthy · FANNIE HILLMAN & ASSOCIATES
45$780,000
5 bd · 3 ba · 2,194 sqft
739 Roughbeard Rd, Winter Park, FL
John Harbuck · SERHANT
Open house Sat, Oct 3 · 1:00 PM61$479,900
3 bd · 2 ba · 1,614 sqft
1660 Orange Ave, Winter Park, FL
Gaby Murillo · EXP REALTY LLC
Open house Fri, Oct 2 · 4:00 PM35$475,000
3 bd · 2 ba · 1,085 sqft
1211 Schultz Ave, Winter Park, FL
Onell Lee · KELLER WILLIAMS WINTER PARK
30$429,900
3 bd · 2 ba · 1,398 sqft
2818 Ambergate Rd, Winter Park, FL
Noella Tinkler · MARK SPAIN REAL ESTATE
22$474,900
3 bd · 2 ba · 1,706 sqft
3334 Young St, Winter Park, FL
Jason Alves · EQUITYPRO LLC
12$449,900
4 bd · 2 ba · 1,627 sqft
3209 Heartwood Ave, Winter Park, FL
James Fitzgibbon · LEDGE REAL ESTATE SOLUTIONS LLC
Homes Under $1.25M in Winter Park, FL: 244 active listings as of .
| Property type | Listings | Share |
|---|---|---|
| Single Family Residence | 136 | 55.7% |
| Condominium | 81 | 33.2% |
| Townhouse | 23 | 9.4% |
























Space Coast MLS (Space Coast Association of REALTORS)
Stellar MLSSource: HJN community data
September 2026 · This period is still settling
Selling at 97.9% of asking price
Buyers here are paying below asking. MLS · 73 sales · as of Sep 29, 2026