Homes in ZIP Code 32789

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  /28

  $825,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,893 Sq Ft

  1680 Palmer Ave, Winter Park, FL 32789

  Under contract-accepting backup offers. This 1-story home on a corner lot offers easy living in one of Winter Park’s most convenient locations! Enter through a covered front porch and inviting foyer with slate tile floors to discover a desirable split-bedroom floorplan. Off to the right, the spacious primary wing (later addition) serves as a true retreat, with vaulted ceilings, hand-carved wood

  MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  1680 Palmer Ave, Winter Park, FL 32789
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  /2

  $1,942,000 Sold Jul 14, 2025

  1394 Stewart St, Winter Park, FL 32789

  • 5 Beds
  • 5 Baths
  • 3,907 Sq Ft
  • Built 1961

  Last Sold Summary

  • 12% Below List Price
  • $497/SF
  • 50 Days On Market

  Current Estimated Value $1,926,624

  Last Listing Agent Richard Vaughn REALTY ONE GROUP INSPIRATION

  1394 Stewart St, Winter Park, FL 32789
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  /2

  Not Listed For Sale

  1500 Gay Rd Unit 8B, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,026 Sq Ft
  • Built 1972

  1500 Gay Rd Unit 8B, Winter Park, FL 32789

  Last Sold Summary

  • $234/SF
  • 16 Days On Market

  Last Sold Price $240,000

  Last Listing Agent Marci Blanchard KELLER WILLIAMS ADVANTAGE REALTY
• 

  

  

  /20

  $1,425,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,046 Sq Ft

  1870 Walker Ave, Winter Park, FL 32789

  This new residence, thoughtfully designed by Michael Wenrich, captures the timeless elegance and refined simplicity reminiscent of the iconic coastal architecture of Alys Beach. Clean architectural lines, graceful curves, and abundant natural light combine to create a home that feels sophisticated and inviting. Inside, gorgeous chevron-patterned wood floors flow throughout the main living areas,

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1870 Walker Ave, Winter Park, FL 32789
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  /2

  $540,000 Sold Dec 29, 2025

  1817 Jessica Ct, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,870 Sq Ft
  • Built 1981

  Last Sold Summary

  • 3% Above List Price
  • $289/SF
  • 3 Days On Market

  Current Estimated Value $542,584

  Last Listing Agent Padgett McCormick KELLY PRICE & COMPANY LLC

  1817 Jessica Ct, Winter Park, FL 32789
• 

  /2

  Est $1,819,960 Not Listed For Sale

  1764 Elizabeths Walk, Winter Park, FL 32789

  • 4 Beds
  • 4 Baths
  • 3,989 Sq Ft
  • Built 2012

  1764 Elizabeths Walk, Winter Park, FL 32789

  Last Sold Summary

  • 7% Above List Price
  • $426/SF
  • 159 Days On Market

  Last Sold Price $1,700,000

  Last Listing Agent Matt McKee COMPASS FLORIDA LLC
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  /6

  $2,495,000 New Construction

  • 5 Beds
  • 5.5 Baths
  • 3,656 Sq Ft

  2812 Mulford Ave, Winter Park, FL 32789

  Pre-Construction. To be built. Experience exceptional craftsmanship and timeless design in this brand-new luxury custom home being built by FG Schaub Custom Homes. This residence will feature 5 bedrooms, 5.5 bathrooms, and 3,656 square feet of thoughtfully designed living space, blending modern architecture with everyday comfort. The open-concept floor plan highlights a gourmet chef’s kitchen

  Laura Earl CORCORAN PREMIER REALTY

  2812 Mulford Ave, Winter Park, FL 32789
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  /2

  $1,450,000 Sold Mar 19, 2026

  141 W Lake Sue Ave, Winter Park, FL 32789

  • Land
  • 0.51 Acre
  • $2,843,137 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 137 Days On Market

  Current Estimated Value $1,575,417

  Last Listing Agent Brian Mitnik RE/MAX 200 REALTY

  141 W Lake Sue Ave, Winter Park, FL 32789
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  /11

  Est $265,227 Not Listed For Sale

  287 Sandlewood Trail Unit 4, Winter Park, FL 32789

  • 2 Beds
  • 2.5 Baths
  • 960 Sq Ft
  • Built 1984

  287 Sandlewood Trail Unit 4, Winter Park, FL 32789

  Last Sold Summary

  • 7% Below List Price
  • $297/SF
  • 182 Days On Market

  Last Sold Price $285,000

  Last Listing Agent A.V. Blalock COLDWELL BANKER REALTY
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  /26

  $1,395,000

  • 2 Beds
  • 3 Baths
  • 2,096 Sq Ft

  1500 Harris Cir, Winter Park, FL 32789

  Tucked along one of Winter Park’s charming brick streets and positioned directly across from Lake Sylvan, this recently renovated residence unfolds like a quiet design story, one where character, craftsmanship and modern ease are aligned. From the moment you arrive, the home’s inviting curb appeal and reimagined cottage gardens set the tone, offering a sense of arrival that feels timeless and

  Mick Night PREMIER SOTHEBY'S INTL. REALTY

  1500 Harris Cir, Winter Park, FL 32789
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  /2

  $429,999 Sold Oct 21, 2025

  105 Conrad Ct, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,573 Sq Ft
  • Built 1958

  Last Sold Summary

  • $273/SF
  • 24 Days On Market

  Current Estimated Value $435,594

  Last Listing Agent Pam Grabenhorst THE WILKINS WAY LLC

  105 Conrad Ct, Winter Park, FL 32789
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  /35

  Est $270,004 Not Listed For Sale

  215 Sandlewood Trail Unit 7, Winter Park, FL 32789

  • 2 Beds
  • 2.5 Baths
  • 960 Sq Ft
  • Built 1986

  215 Sandlewood Trail Unit 7, Winter Park, FL 32789

  Last Sold Summary

  • 10% Below List Price
  • $312/SF
  • 5 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Pam Grabenhorst THE WILKINS WAY LLC
• 

  

  /31

  $2,450,000

  • 3 Beds
  • 4.5 Baths
  • 3,272 Sq Ft

  147 S Interlachen Ave Unit 202, Winter Park, FL 32789

  Welcome to 147 Interlachen Place, Enjoy Winter Park's most desirable location! One block from Historic Park Avenue/Central Park. Spacious, bright and all on ONE FLOOR. The buildings second floor offers privacy and easy access. The Southwest corner provides direct natural light throughout the day. Private elevator access with secured underground parking. This beautiful home offers a short walk to

  Dan Farber HELLOSOLD LLC

  147 S Interlachen Ave Unit 202, Winter Park, FL 32789
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  /2

  $292,000 Sold May 16, 2025

  712 Baffie Ave, Winter Park, FL 32789

  • 3 Beds
  • 1 Bath
  • 1,304 Sq Ft
  • Built 1925

  Last Sold Summary

  • 10% Below List Price
  • $224/SF
  • 7 Days On Market

  Current Estimated Value $318,432

  Last Listing Agent Bobby Livera BALDWIN PARK REALTY LLC

  712 Baffie Ave, Winter Park, FL 32789
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  /17

  Est $305,991 Not Listed For Sale

  232 Sandlewood Trail Unit 4, Winter Park, FL 32789

  • 2 Beds
  • 2.5 Baths
  • 1,098 Sq Ft
  • Built 1985

  232 Sandlewood Trail Unit 4, Winter Park, FL 32789

  Last Sold Summary

  • 6% Below List Price
  • $298/SF
  • 5 Days On Market

  Last Sold Price $327,000

  Last Listing Agent Donna Bryant COLDWELL BANKER REALTY
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  /7

  $1,390,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 4.5 Baths
  • 3,253 Sq Ft

  525 Lakeview Ave, Winter Park, FL 32789

  Under Construction. Renderings available soon. Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 1⁄2 baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright

  Marie Ledbetter COLDWELL BANKER REALTY

  525 Lakeview Ave, Winter Park, FL 32789
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  /2

  $1,300,000 Sold Jan 02, 2026

  1400 S Pennsylvania Ave, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 2,310 Sq Ft
  • Built 1962

  Last Sold Summary

  • 6% Below List Price
  • $563/SF
  • 333 Days On Market

  Current Estimated Value $1,239,813

  Last Listing Agent Jack Keller JACK KELLER INC

  1400 S Pennsylvania Ave, Winter Park, FL 32789
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  /2

  Est $293,204 Not Listed For Sale

  311 Sandlewood Trail Unit 4, Winter Park, FL 32789

  • 2 Beds
  • 2.5 Baths
  • 980 Sq Ft
  • Built 1984

  311 Sandlewood Trail Unit 4, Winter Park, FL 32789

  Last Sold Summary

  • 4% Below List Price
  • $311/SF
  • 5 Days On Market

  Last Sold Price $305,000

  Last Listing Agent Matthew Kirsch REAL PROPERTY MANAGEMENT AND REALTY
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  /39

  $1,249,900 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,984 Sq Ft

  1737 Indiana Ave, Winter Park, FL 32789

  Under Construction. Under Construction. *** NEW CONSTRUCTION*** Pictures shown are of the model home with comparable finishes. Welcome to Winter Park!! This stunning new Modern Farmhouse is meticulously appointed and is conveniently located to everything Winter Park and College Park has to offer. As you step up to the front door- a welcoming front porch greets you with warmth and the attention to

  Amanda Wood RE/MAX EXCLUSIVE COLLECTION

  1737 Indiana Ave, Winter Park, FL 32789
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  /2

  $575,000 Sold May 27, 2025

  1230 N Denning Dr, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 972 Sq Ft
  • Built 1952

  Last Sold Summary

  • 3% Below List Price
  • $592/SF
  • 24 Days On Market

  Current Estimated Value $587,455

  Last Listing Agent Ed Klein FANNIE HILLMAN & ASSOCIATES

  1230 N Denning Dr, Winter Park, FL 32789
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  /23

  Est $465,744 Not Listed For Sale

  1769 Indiana Ave Unit D, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,616 Sq Ft
  • Built 2008

  1769 Indiana Ave Unit D, Winter Park, FL 32789

  Last Sold Summary

  • 11% Above List Price
  • $260/SF
  • 20 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Eduardo Dieter SPACE GROUP REALTY LLC
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  /64

  $2,295,000

  • 5 Beds
  • 4.5 Baths
  • 3,963 Sq Ft

  2015 N Park Ave, Winter Park, FL 32789

  Boasting a prestigious Park Avenue address, this striking modern architectural residence perfectly balances bold design with spa-like serenity. Set on a beautifully landscaped corner lot, the home embodies the rare combination of privacy and proximity, just a leisurely 25-minute stroll from Park Avenue’s world-class boutiques and dining. Every element of the design has been meticulously curated

  Julie Christensen ONE LUXURY INTERNATIONAL LLC

  2015 N Park Ave, Winter Park, FL 32789
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  /2

  $1,050,000 Sold Dec 05, 2025

  620 Virginia Dr, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,577 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Above List Price
  • $666/SF
  • 0 Days On Market

  Current Estimated Value $1,057,759

  Last Listing Agent Jason Gilkey GILKEY REAL ESTATE

  620 Virginia Dr, Winter Park, FL 32789
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  /16

  Est $325,802 Not Listed For Sale

  2038 Jewell Ave, Winter Park, FL 32789

  • 2 Beds
  • 1 Bath
  • 809 Sq Ft
  • Built 1956

  2038 Jewell Ave, Winter Park, FL 32789

  Last Sold Summary

  • 1% Below List Price
  • $408/SF
  • 4 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Alexandra Pillat RE/MAX
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  /39

  $835,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,237 Sq Ft

  1018 Turner Rd, Winter Park, FL 32789

  Under contract-accepting backup offers. Seller may consider buyer concessions if made in an offer | Lakefront charm meets quiet luxury in the heart of Winter Park! This beautifully updated single story POOL HOME sits on nearly HALF AN ACRE of LAKEFRONT PROPERTY on the coveted LAKE BELL - a private SKI LAKE - offering a private dock/boat lift, character and contemporary upgrades that make everyday

  Jennifer Wemert WEMERT GROUP REALTY LLC

  1018 Turner Rd, Winter Park, FL 32789
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  /2

  $465,000 Sold Oct 21, 2025

  130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789

  • 2 Beds
  • 2.5 Baths
  • 1,536 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Below List Price
  • $303/SF
  • 75 Days On Market

  Current Estimated Value $456,449

  Last Listing Agent Lisa Gould KELLER WILLIAMS WINTER PARK

  130 Killarney Bay Ct Unit 5-3, Winter Park, FL 32789
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  /2

  Est $964,651 Not Listed For Sale

  627 N Interlachen Ave Unit B, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,610 Sq Ft
  • Built 1981

  627 N Interlachen Ave Unit B, Winter Park, FL 32789

  Last Sold Summary

  • 4% Below List Price
  • $624/SF
  • 164 Days On Market

  Last Sold Price $1,005,000

  Last Listing Agent Mick Night PREMIER SOTHEBY'S INTL. REALTY
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  /2

  $210,000

  • 3 Beds
  • 2 Baths
  • 1,149 Sq Ft

  1695 Lee Rd Unit C202, Winter Park, FL 32789

  This property located in a peaceful community IN WINTER PARK. and easy access to FL I-4 , short drive distance to Rollins College, UCF, Valencia college, Hospitals, shopping center, restaurants and Orlando Theme Park. This unit located on the second floor, it has 3 bedrooms 2, bathrooms, open floor plan. The community amenities include a large pool with lounge chairs, playground and gazebo. This

  Hoover Yap PRIMESTATE REALTY, INC.

  1695 Lee Rd Unit C202, Winter Park, FL 32789
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  /2

  $1,555,000 Sold Sep 12, 2025

  817 Antonette Ave, Winter Park, FL 32789

  • 4 Beds
  • 3 Baths
  • 3,971 Sq Ft
  • Built 1990

  Last Sold Summary

  • 22% Below List Price
  • $392/SF
  • 146 Days On Market

  Current Estimated Value $1,566,037

  Last Listing Agent Mary Colton FANNIE HILLMAN & ASSOCIATES

  817 Antonette Ave, Winter Park, FL 32789
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  /18

  Est $323,081 Not Listed For Sale

  420 Killarney Bay Ct Unit 2, Winter Park, FL 32789

  • 2 Beds
  • 2 Baths
  • 1,160 Sq Ft
  • Built 1986

  420 Killarney Bay Ct Unit 2, Winter Park, FL 32789

  Last Sold Summary

  • 4% Below List Price
  • $291/SF
  • 0 Days On Market

  Last Sold Price $338,000

  Last Listing Agent Corey Mahon CENTRO REAL ESTATE GROUP, LLC
• 

  

  /19

  $2,000,000

  • 3 Beds
  • 2 Baths
  • 2,148 Sq Ft

  2036 Via Tuscany, Winter Park, FL 32789

  WINTER PARK VIA’S!!! Incredible Oversized Lot is located in the “Heart” of Winter Park. Very Unique opportunity in Winter Park for a high-quality custom build. The brick lined lighted street with sidewalks is located across from the Winter Park Racquet Club. This location is a wonderful opportunity to build your Estate Home. The lot size is 112’ X 140’. Value is in the land.

  Mark Medei KELLY PRICE & COMPANY LLC

  2036 Via Tuscany, Winter Park, FL 32789
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  /2

  $367,500 Sold Nov 17, 2025

  1975 Staunton Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1949

  Last Sold Summary

  • 15% Below List Price
  • $306/SF
  • 225 Days On Market

  Current Estimated Value $362,713

  Last Listing Agent Marion McGrath ABSOLUTE REALTY GROUP, LLC

  1975 Staunton Ave, Winter Park, FL 32789
• 

  /2

  Est $338,416 Not Listed For Sale

  647 Huntington Ave Unit 8, Winter Park, FL 32789

  • 2 Beds
  • 2.5 Baths
  • 1,204 Sq Ft
  • Built 1981

  647 Huntington Ave Unit 8, Winter Park, FL 32789

  Last Sold Summary

  • 3% Above List Price
  • $274/SF
  • 54 Days On Market

  Last Sold Price $330,000

  Last Listing Agent Drew Henner PREMIER SOTHEBY'S INTL. REALTY
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  /6

  $995,000

  • 3 Beds
  • 2 Baths
  • 1,627 Sq Ft

  1822 Greenwich Ave, Winter Park, FL 32789

  Rare opportunity in the heart of Winter Park! This property sits on a double lot (0.29 acres) — a true rarity in this highly desirable location. The existing 1953 concrete-block home (3 bed / 2 bath) with an attached garage apartment (studio + bath) and shared 2-car carport offers little to no current value and would require a complete renovation. Property will be sold as-is with no repairs.

  Cliff Glansen FLATFEE.COM

  1822 Greenwich Ave, Winter Park, FL 32789
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  /2

  $1,516,500 Sold Apr 24, 2025

  335 Beloit Ave, Winter Park, FL 32789

  • 3 Beds
  • 2 Baths
  • 2,420 Sq Ft
  • Built 1978

  Last Sold Summary

  • 5% Below List Price
  • $627/SF
  • 31 Days On Market

  Current Estimated Value $1,513,830

  Last Listing Agent MaryStuart Day FANNIE HILLMAN & ASSOCIATES

  335 Beloit Ave, Winter Park, FL 32789
• 

  /2

  Est $829,272 Not Listed For Sale

  1248 S Pennsylvania Ave Unit 7, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,957 Sq Ft
  • Built 2007

  1248 S Pennsylvania Ave Unit 7, Winter Park, FL 32789

  Last Sold Summary

  • 9% Below List Price
  • $465/SF
  • 16 Days On Market

  Last Sold Price $910,000

  Last Listing Agent Trevor Brown FANNIE HILLMAN & ASSOCIATES
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  /32

  $645,000

  • 3 Beds
  • 3.5 Baths
  • 2,083 Sq Ft

  1134 Washington Ave Unit 13C, Winter Park, FL 32789

  Discover this generously sized 3-bedroom, 3.5-bath townhome offering 2,083 square feet of flexible living space in one of Winter Park's most coveted locations. This two-story residence features a semi-attached 2-car garage and thoughtful room layouts perfect for today's lifestyle.The main level welcomes you with formal living and dining rooms, ideal for entertaining. The separate family room

  Kelly Price KELLY PRICE & COMPANY LLC

  1134 Washington Ave Unit 13C, Winter Park, FL 32789
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  /2

  $1,250,000 Sold Aug 29, 2025

  1621 Hillcrest Ave, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 2,755 Sq Ft
  • Built 1947

  Last Sold Summary

  • $454/SF
  • 0 Days On Market

  Current Estimated Value $1,264,108

  Last Listing Agent Julie Glass KEYSEEKERS REAL ESTATE

  1621 Hillcrest Ave, Winter Park, FL 32789
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  /90

  Est $835,411 Not Listed For Sale

  1264 S Pennsylvania Ave Unit 10, Winter Park, FL 32789

  • 3 Beds
  • 2.5 Baths
  • 1,957 Sq Ft
  • Built 2007

  1264 S Pennsylvania Ave Unit 10, Winter Park, FL 32789

  Last Sold Summary

  • 10% Below List Price
  • $474/SF
  • 98 Days On Market

  Last Sold Price $927,000

  Last Listing Agent David Gallup RE/MAX
• 

  

  /36

  $315,000

  • 1 Bed
  • 1 Bath
  • 570 Sq Ft

  311 E Morse Blvd Unit 6-3, Winter Park, FL 32789

  Discover your new downtown Winter Park ground-floor pied-à-terre. Two blocks from Park Avenue, the 1960s mid-century modern Whispering Waters Condominiums are a Winter Park landmark. Your remodeled end-unit studio features an updated open kitchen with plentiful wood cabinets, ceramic tile flooring throughout, new dual-pane windows, a stylish updated bathroom with a step-in shower, and wood

  Richard Traynor FLORIDA ONE REAL ESTATE LLC

  311 E Morse Blvd Unit 6-3, Winter Park, FL 32789

Showing Results 601 - 640, Page 16 of 18